JPS552633A - Preparation of peptide - Google Patents
Preparation of peptideInfo
- Publication number
- JPS552633A JPS552633A JP7482778A JP7482778A JPS552633A JP S552633 A JPS552633 A JP S552633A JP 7482778 A JP7482778 A JP 7482778A JP 7482778 A JP7482778 A JP 7482778A JP S552633 A JPS552633 A JP S552633A
- Authority
- JP
- Japan
- Prior art keywords
- group
- peptide
- guanido
- mesitylene
- sulfonyl
- Prior art date
- 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.)
- Pending
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title abstract 5
- -1 mesitylene-2-sulfonyl group Chemical group 0.000 abstract 3
- 125000006239 protecting group Chemical group 0.000 abstract 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000007086 side reaction Methods 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 229940098779 methanesulfonic acid Drugs 0.000 abstract 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 abstract 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
Abstract
PURPOSE: To obtain peptide having guanido group, by forming a peptide from a starting compound wherein the guanido group is protected by mesitylene-2-sulfonyl group, and by eliminating the protecting group with a methanesulfonic acid, etc.
CONSTITUTION: One equivalent of a starting compound having a guanido group is reacted with 1W2 equivalents of a mesitylene-2-sulfonyl halogenide in the presence of a base to protect the guanido group with the mesitylene-2-sulfonyl group, and changed into a peptide. The protecting group is then eliminated by methanesulfonic or trifluoro-methanesulfonic acid in the presence of anisole to suppress side reactions due to cations formed. The desired guanido group-containing peptide is thus obtained.
EFFECT: Neither impurity formation due to the side reactions nor necessity of special vessels in eliminating the protecting group.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7482778A JPS552633A (en) | 1978-06-22 | 1978-06-22 | Preparation of peptide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7482778A JPS552633A (en) | 1978-06-22 | 1978-06-22 | Preparation of peptide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS552633A true JPS552633A (en) | 1980-01-10 |
Family
ID=13558536
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7482778A Pending JPS552633A (en) | 1978-06-22 | 1978-06-22 | Preparation of peptide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS552633A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56158748A (en) * | 1980-05-12 | 1981-12-07 | Nippon Shinyaku Co Ltd | Preparation of secretin |
| JPS56158747A (en) * | 1980-05-12 | 1981-12-07 | Nippon Shinyaku Co Ltd | Polypeptide |
| JPS5777652A (en) * | 1980-11-04 | 1982-05-15 | Takeda Chem Ind Ltd | Preparation of peptide and arginine derivative |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51100030A (en) * | 1975-02-25 | 1976-09-03 | Takeda Chemical Industries Ltd | PEPUCHIDONOSEIZOHO |
-
1978
- 1978-06-22 JP JP7482778A patent/JPS552633A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51100030A (en) * | 1975-02-25 | 1976-09-03 | Takeda Chemical Industries Ltd | PEPUCHIDONOSEIZOHO |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56158748A (en) * | 1980-05-12 | 1981-12-07 | Nippon Shinyaku Co Ltd | Preparation of secretin |
| JPS56158747A (en) * | 1980-05-12 | 1981-12-07 | Nippon Shinyaku Co Ltd | Polypeptide |
| JPS5777652A (en) * | 1980-11-04 | 1982-05-15 | Takeda Chem Ind Ltd | Preparation of peptide and arginine derivative |
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