CA1301768C - Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine - Google Patents

Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine

Info

Publication number: CA1301768C
Authority: CA; Canada
Prior art keywords: alpha; hydroxyl compound; acyl; amino acid; essentially
Prior art date: 1987-11-12
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.): Expired - Fee Related

Application number

CA000551674A

Other languages

English (en)

Inventor

Mark C. Cesa

Robert A. Dubbert

James D. Burrington

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Standard Oil Co

Original Assignee

Standard Oil Co

Priority date (The priority date 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 date listed.)

1987-11-12

Filing date

1987-11-12

Publication date

1992-05-26

1987-11-12 Application filed by Standard Oil Co filed Critical Standard Oil Co

1987-11-12 Priority to CA000551674A priority Critical patent/CA1301768C/fr

1992-05-26 Application granted granted Critical

1992-05-26 Publication of CA1301768C publication Critical patent/CA1301768C/fr

2009-05-26 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

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239000002250 absorbent Substances 0.000 description 1
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150000001299 aldehydes Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
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235000010357 aspartame Nutrition 0.000 description 1
150000001509 aspartic acid derivatives Chemical class 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000007810 chemical reaction solvent Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000003426 co-catalyst Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
JJCFRYNCJDLXIK-UHFFFAOYSA-N cyproheptadine Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2C=CC2=CC=CC=C21 JJCFRYNCJDLXIK-UHFFFAOYSA-N 0.000 description 1
150000001944 cysteine derivatives Chemical class 0.000 description 1
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230000000694 effects Effects 0.000 description 1
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239000006052 feed supplement Substances 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
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238000007037 hydroformylation reaction Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
MQSRGWNVEZRLDK-UHFFFAOYSA-N imidazole-4-acetaldehyde Chemical compound O=CCC1=CNC=N1 MQSRGWNVEZRLDK-UHFFFAOYSA-N 0.000 description 1
150000002613 leucine derivatives Chemical class 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
229930182817 methionine Natural products 0.000 description 1
229960004452 methionine Drugs 0.000 description 1
WNGZSRKOXSVPHD-JTQLQIEISA-N methyl (2s)-2-(naphthalen-1-ylamino)propanoate Chemical compound C1=CC=C2C(N[C@@H](C)C(=O)OC)=CC=CC2=C1 WNGZSRKOXSVPHD-JTQLQIEISA-N 0.000 description 1
238000000465 moulding Methods 0.000 description 1
LKMSEUHOODLPCZ-UHFFFAOYSA-N n-(2-benzylsulfanylethenyl)acetamide Chemical compound CC(=O)NC=CSCC1=CC=CC=C1 LKMSEUHOODLPCZ-UHFFFAOYSA-N 0.000 description 1
GBZADNOPEGKENK-UHFFFAOYSA-N n-(2-methoxyethenyl)acetamide Chemical group COC=CNC(C)=O GBZADNOPEGKENK-UHFFFAOYSA-N 0.000 description 1
YIAKAWOAODIYAE-UHFFFAOYSA-N n-(2-methylprop-1-enyl)benzamide Chemical compound CC(C)=CNC(=O)C1=CC=CC=C1 YIAKAWOAODIYAE-UHFFFAOYSA-N 0.000 description 1
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QRKZPJYKOADODA-UHFFFAOYSA-N n-[2-(4-methoxyphenyl)ethenyl]acetamide Chemical compound COC1=CC=C(C=CNC(C)=O)C=C1 QRKZPJYKOADODA-UHFFFAOYSA-N 0.000 description 1
239000003415 peat Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
229940100595 phenylacetaldehyde Drugs 0.000 description 1
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
150000002993 phenylalanine derivatives Chemical class 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
239000002243 precursor Substances 0.000 description 1
150000003147 proline derivatives Chemical class 0.000 description 1
230000006340 racemization Effects 0.000 description 1
238000007790 scraping Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
150000003354 serine derivatives Chemical class 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
241000894007 species Species 0.000 description 1
239000000126 substance Substances 0.000 description 1
229960002317 succinimide Drugs 0.000 description 1
238000001149 thermolysis Methods 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
150000003679 valine derivatives Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

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Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000551674A 1987-11-12 1987-11-12 Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine Expired - Fee Related CA1301768C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000551674A CA1301768C (fr)	1987-11-12	1987-11-12	Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000551674A CA1301768C (fr)	1987-11-12	1987-11-12	Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine

Publications (1)

Publication Number	Publication Date
CA1301768C true CA1301768C (fr)	1992-05-26

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CA000551674A Expired - Fee Related CA1301768C (fr)	1987-11-12	1987-11-12	Methode pour la fabrication d'un melange diastereomerique contenant deux esters d'acide n-acylamine

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CA (1)	CA1301768C (fr)

1987
- 1987-11-12 CA CA000551674A patent/CA1301768C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
1997-05-26	MKLA	Lapsed

Publication	Publication Date	Title
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