JP2017518966A5 - - Google Patents

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Publication number: JP2017518966A5
Authority: JP; Japan
Prior art keywords: hydrogen; alkyl; halogen; compound; compound according
Prior art date: 2015-04-30
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

JP2016565175A

Other languages

English (en)

Japanese (ja)

Other versions

JP6730932B2 (ja

JP2017518966A (ja

Filing date

2015-04-30

Publication date

2018-06-14

2015-04-30 Application filed filed Critical

2015-04-30 Priority claimed from PCT/US2015/028624 external-priority patent/WO2015168461A2/en

2017-07-13 Publication of JP2017518966A publication Critical patent/JP2017518966A/ja

2018-06-14 Publication of JP2017518966A5 publication Critical patent/JP2017518966A5/ja

2020-07-29 Application granted granted Critical

2020-07-29 Publication of JP6730932B2 publication Critical patent/JP6730932B2/ja

Status Active legal-status Critical Current

2035-04-30 Anticipated expiration legal-status Critical

Links

UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 2
150000001875 compounds Chemical class 0.000 claims 29
229910052739 hydrogen Inorganic materials 0.000 claims 21
239000001257 hydrogen Substances 0.000 claims 21
238000000034 method Methods 0.000 claims 19
150000007523 nucleic acids Chemical class 0.000 claims 18
229910052736 halogen Inorganic materials 0.000 claims 17
150000002367 halogens Chemical class 0.000 claims 17
150000002431 hydrogen Chemical class 0.000 claims 17
108020004707 nucleic acids Proteins 0.000 claims 17
102000039446 nucleic acids Human genes 0.000 claims 17
239000002773 nucleotide Substances 0.000 claims 11
125000003729 nucleotide group Chemical group 0.000 claims 11
125000000217 alkyl group Chemical group 0.000 claims 7
125000004093 cyano group Chemical group *C#N 0.000 claims 6
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 5
125000003545 alkoxy group Chemical group 0.000 claims 5
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical class OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
125000001369 canonical nucleoside group Chemical group 0.000 claims 4
125000001183 hydrocarbyl group Chemical group 0.000 claims 4
125000000623 heterocyclic group Chemical group 0.000 claims 3
125000006574 non-aromatic ring group Chemical group 0.000 claims 3
102000040430 polynucleotide Human genes 0.000 claims 3
108091033319 polynucleotide Proteins 0.000 claims 3
239000002157 polynucleotide Substances 0.000 claims 3
125000006239 protecting group Chemical group 0.000 claims 3
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims 2
239000002253 acid Substances 0.000 claims 2
150000001298 alcohols Chemical class 0.000 claims 2
125000001931 aliphatic group Chemical group 0.000 claims 2
150000001409 amidines Chemical class 0.000 claims 2
125000002619 bicyclic group Chemical group 0.000 claims 2
230000008878 coupling Effects 0.000 claims 2
238000010168 coupling process Methods 0.000 claims 2
238000005859 coupling reaction Methods 0.000 claims 2
OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims 2
UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims 2
125000005842 heteroatom Chemical group 0.000 claims 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
239000000178 monomer Substances 0.000 claims 2
-1 naphthalene alcohol derivatives Chemical class 0.000 claims 2
150000002790 naphthalenes Chemical class 0.000 claims 2
239000002777 nucleoside Substances 0.000 claims 2
150000003833 nucleoside derivatives Chemical class 0.000 claims 2
108090000623 proteins and genes Proteins 0.000 claims 2
239000007787 solid Substances 0.000 claims 2
RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 claims 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
OQLZINXFSUDMHM-UHFFFAOYSA-N Acetamidine Chemical group CC(N)=N OQLZINXFSUDMHM-UHFFFAOYSA-N 0.000 claims 1
229930024421 Adenine Natural products 0.000 claims 1
229960000643 adenine Drugs 0.000 claims 1
GFFGJBXGBJISGV-UHFFFAOYSA-N adenyl group Chemical group N1=CN=C2N=CNC2=C1N GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims 1
125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
150000003862 amino acid derivatives Chemical class 0.000 claims 1
150000001923 cyclic compounds Chemical class 0.000 claims 1
125000004122 cyclic group Chemical group 0.000 claims 1
229940104302 cytosine Drugs 0.000 claims 1
238000012217 deletion Methods 0.000 claims 1
230000037430 deletion Effects 0.000 claims 1
239000012351 deprotecting agent Substances 0.000 claims 1
125000006575 electron-withdrawing group Chemical group 0.000 claims 1
125000001188 haloalkyl group Chemical group 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
239000007800 oxidant agent Substances 0.000 claims 1
125000001424 substituent group Chemical group 0.000 claims 1
125000000547 substituted alkyl group Chemical group 0.000 claims 1
230000002194 synthesizing effect Effects 0.000 claims 1
229940113082 thymine Drugs 0.000 claims 1
229940035893 uracil Drugs 0.000 claims 1
0 B[C@@](C1)O[C@](C*)C1OP(N1CCCC1)O* Chemical compound B[C@@](C1)O[C@](C*)C1OP(N1CCCC1)O* 0.000 description 2
PHUCBZZSIVNZOW-WUXMJOGZSA-N C/C(/N(C)C)=N\C(NC1=O)=Nc2c1nc[n]2C Chemical compound C/C(/N(C)C)=N\C(NC1=O)=Nc2c1nc[n]2C PHUCBZZSIVNZOW-WUXMJOGZSA-N 0.000 description 1
IPJLDBQIVAWKND-XFXZXTDPSA-N C/C(/N1CCCC1)=N/C(C=CN1C)=NC1=O Chemical compound C/C(/N1CCCC1)=N/C(C=CN1C)=NC1=O IPJLDBQIVAWKND-XFXZXTDPSA-N 0.000 description 1
SKINKCWPEUAMFA-XFXZXTDPSA-N C/C(/N1CCOCC1)=N/C(C=CN1C)=NC1=O Chemical compound C/C(/N1CCOCC1)=N/C(C=CN1C)=NC1=O SKINKCWPEUAMFA-XFXZXTDPSA-N 0.000 description 1
URAHZAPNLSVCME-SXGWCWSVSA-N C/C(/N1CCOCC1)=N/c1ncnc2c1nc[n]2C Chemical compound C/C(/N1CCOCC1)=N/c1ncnc2c1nc[n]2C URAHZAPNLSVCME-SXGWCWSVSA-N 0.000 description 1
OATAEFUGTOZSCP-RIYZIHGNSA-N C/C(/N1CCOCC1)=N\C(NC1=O)=Nc2c1nc[n]2C Chemical compound C/C(/N1CCOCC1)=N\C(NC1=O)=Nc2c1nc[n]2C OATAEFUGTOZSCP-RIYZIHGNSA-N 0.000 description 1
FLIOOPBOSTVTGW-SXGWCWSVSA-N CC(C)[n]1c(ncnc2/N=C(/C)\N(C)C)c2nc1 Chemical compound CC(C)[n]1c(ncnc2/N=C(/C)\N(C)C)c2nc1 FLIOOPBOSTVTGW-SXGWCWSVSA-N 0.000 description 1

JP2016565175A 2014-04-30 2015-04-30 リン保護基ならびにそれらの調製方法および使用 Active JP6730932B2 (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US201461986594P	2014-04-30	2014-04-30
US61/986,594		2014-04-30
PCT/US2015/028624 WO2015168461A2 (en)	2014-04-30	2015-04-30	Phosphorous protecting groups and methods of preparation and use thereof

Publications (3)

Publication Number	Publication Date
JP2017518966A JP2017518966A (ja)	2017-07-13
JP2017518966A5 true JP2017518966A5 (2)	2018-06-14
JP6730932B2 JP6730932B2 (ja)	2020-07-29

Family

ID=54354752

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP2016565175A Active JP6730932B2 (ja)	2014-04-30	2015-04-30	リン保護基ならびにそれらの調製方法および使用

Country Status (6)

Country	Link
US (3)	US10196418B2 (2)
EP (2)	EP3943500A1 (2)
JP (1)	JP6730932B2 (2)
KR (1)	KR102375480B1 (2)
CN (1)	CN106255697B (2)
WO (1)	WO2015168461A2 (2)

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EP3943500A1 (en)	2014-04-30	2022-01-26	Agilent Technologies, Inc.	Phosphorous protecting groups and methods of preparation and use thereof
CN108779132B (zh)	2016-03-13	2022-04-15	波涛生命科学有限公司	用于亚磷酰胺和寡核苷酸合成的组合物和方法
US11873316B2 (en)	2016-11-23	2024-01-16	Wave Life Sciences Ltd.	Compositions and methods for phosphoramidite and oligonucleotide synthesis
WO2018204233A1 (en)	2017-05-01	2018-11-08	Theravance Biopharma R&D Ip, Llc	Methods of treatment using a jak inhibitor compound
EP3932899A4 (en)	2019-02-28	2022-04-20	FUJIFILM Corporation	METHOD FOR PRODUCING A PEPTIDE COMPOUND, PROTECTIVE GROUP-FORMING REAGENT AND FUSED POLYCYCLIC AROMATIC HYDROCARBON COMPOUND
EP3916000B1 (en)	2019-02-28	2026-04-08	FUJIFILM Corporation	Method for producing peptide compound, protecting group-forming reagent, and aromatic heterocyclic compound
EP4006045A4 (en) *	2019-08-29	2022-10-19	FUJIFILM Corporation	METHOD FOR PRODUCTION OF A NUCLEIC ACID COMPOUND AND NUCLEIC ACID COMPOUND
EP3805242A1 (en) *	2019-10-07	2021-04-14	Sterna Biologicals GmbH & Co. KG	Method for the production of a catalytically active dna molecule having improved activity and its use in a method of treating asthma
EP4359402B1 (en)	2021-06-25	2026-03-11	Theravance Biopharma R&D IP, LLC	Imidazolo indazole compounds as jak inhibitors
CN113461743B (zh) *	2021-07-09	2023-03-17	中国石油大学(华东)	6-甲硫基乙基嘌呤-2’-脱氧核苷及其制备方法和应用
CA3234383A1 (en)	2021-10-15	2023-04-27	Codexis, Inc.	Engineered terminal deoxynucleotidyl transferase variants

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JPS6251695A (ja) *	1985-08-29	1987-03-06	Yuki Gosei Yakuhin Kogyo Kk	ホスホロアミダイト類の合成法
NL8700724A (nl) *	1987-03-27	1988-10-17	Univ Eindhoven Tech	Poly(deoxyribonucleotiden), farmaceutische samenstellingen, gebruik en bereiding van de poly(deoxyribonucleotiden).
US5955591A (en) *	1993-05-12	1999-09-21	Imbach; Jean-Louis	Phosphotriester oligonucleotides, amidites and method of preparation
US5948902A (en)	1997-11-20	1999-09-07	South Alabama Medical Science Foundation	Antisense oligonucleotides to human serine/threonine protein phosphatase genes
US6020475A (en) *	1998-02-10	2000-02-01	Isis Pharmeuticals, Inc.	Process for the synthesis of oligomeric compounds
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2015
- 2015-04-30 EP EP21173884.4A patent/EP3943500A1/en active Pending
- 2015-04-30 KR KR1020167033381A patent/KR102375480B1/ko active Active
- 2015-04-30 EP EP15786514.8A patent/EP3137478B1/en active Active
- 2015-04-30 US US14/701,288 patent/US10196418B2/en active Active
- 2015-04-30 CN CN201580022581.1A patent/CN106255697B/zh active Active
- 2015-04-30 JP JP2016565175A patent/JP6730932B2/ja active Active
- 2015-04-30 WO PCT/US2015/028624 patent/WO2015168461A2/en not_active Ceased
2018
- 2018-10-29 US US16/173,143 patent/US11104699B2/en active Active
2021
- 2021-07-19 US US17/379,288 patent/US11584773B2/en active Active

Publication	Publication Date	Title
JP2017518966A5 (2)	2018-06-14
US20240034748A1 (en)	2024-02-01	Synthesis of Protected 3'-amino Nucleoside Monomers
US7053207B2 (en)	2006-05-30	L-ribo-LNA analogues
Hervé et al.	2014	Palladium-catalyzed Suzuki reaction in aqueous solvents applied to unprotected nucleosides and nucleotides
JP2012532199A5 (2)	2013-08-29
JP5689054B2 (ja)	2015-03-25	Ｒｎａ化学合成方法
JP2016512206A5 (2)	2016-06-09
JP2016533761A5 (2)	2017-10-12
JP2011521930A5 (2)	2014-07-24
JP2017512774A5 (2)	2018-03-08
JP2017514479A5 (2)	2018-07-12
JPWO2017222057A1 (ja)	2019-04-11	ワンステップ逆転写テンプレートスイッチｐｃｒ
Kore et al.	2013	Concise synthesis of 5-methyl-, 5-formyl, and 5-carboxy analogues of 2′-deoxycytidine-5′-triphosphate
JP2019522058A5 (2)	2022-09-14
US10059737B1 (en)	2018-08-28	Molecular recognition systems with pyrimidine analog pairing
JP2020132604A (ja)	2020-08-31	核酸合成用固相担体及びそれを用いた核酸の製造方法
US10829511B1 (en)	2020-11-10	Molecular recognition systems with pyrimidine analog pairing
Kim et al.	2014	Synthesis of phosphoramidites of isoGNA, an isomer of glycerol nucleic acid
Taniguchi et al.	2009	Recognition of CG interrupting site by W-shaped nucleoside analogs (WNA) having the pyrazole ring in an anti-parallel triplex DNA
US10370706B1 (en)	2019-08-06	Molecular recognition systems with pyrimidine analog pairing
US6884881B1 (en)	2005-04-26	2′-Substituted RNA preparation
Qu et al.	2007	Microwave-assisted rapid and regioselective synthesis of N-(alkoxycarbonylmethyl) nucleobases in water
JPH032193A (ja)	1991-01-08	５―フルオロウリジン及び２′―デオキシー５―フルオロウリジン誘導体
Paju et al.	2010	Synthesis of novel acyclic nucleoside analogues with anti-retroviral activity
JP2007056001A (ja)	2007-03-08	新規核酸誘導体及びそれを用いたポリヌクレオチドの製造方法