(2-Amino-1,3-thiazol-4-yl)acetic acid → HCID 13575153, compound

HRID 1982364Notes

Reaction equation

HRID 1982364 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([OH:10])=O)[N:6]=1.[NH2:11][C@H:12]1[CH2:15][N:14]([S:16]([OH:19])(=[O:18])=[O:17])[C:13]1=[O:20]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH:11][C@H:12]2[CH2:15][N:14]([S:16]([OH:19])(=[O:18])=[O:17])[C:13]2=[O:20])=[O:10])[N:6]=1

Participants

3

Reactant 2

HCID 34665(2-Amino-1,3-thiazol-4-yl)acetic acidHCID 13019096(3S)-3-Amino-2-oxoazetidine-1-sulfonic acid

Product 1

HCID 13575153HCID 13575153, compound

Procedure

Following the procedure of Example 1 but substituting an equivalent amount of 2-amino-4-thiazoleacetic acid for the formyl protected reactant and (3S)-3-amino-2-oxo-1-azetidinesulfonic acid, inner salt for the 4-methyl reactant, one obtains as a result of the enzymatic coupling (3S)-3-[[[2-amino-4-thiazolyl]acetyl]amino]-2-oxo-1-azetidinesulfonic acid, zwitterion. Again, the structure is confirmed by analytical and bioassay techniques.

Workup

  1. customobtains as

Sources & evidence

ORD record
ord-b32735d072b949cab7a00bfb46b57e5c
Source dataset
uspto-grants-1986_06
Patent number
US04596777

Reaction notes

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