7beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid → (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(cyclopropylmethoxyimino)acetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 2232418Notes

Reaction equation

HRID 2232418 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:11]/[O:12][CH2:13][CH:14]2[CH2:16][CH2:15]2)/[C:8]([OH:10])=O)[N:6]=1.[NH2:17][C@@H:18]1[C:36](=[O:37])[N:20]2[C:21]([C:33]([OH:35])=[O:34])=[C:22]([CH2:25][O:26][C:27](=[O:32])[CH2:28][C:29](=[O:31])[CH3:30])[CH2:23][S:24][C@H:19]12>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:11]/[O:12][CH2:13][CH:14]2[CH2:16][CH2:15]2)/[C:8]([NH:17][C@@H:18]2[C:36](=[O:37])[N:20]3[C:21]([C:33]([OH:35])=[O:34])=[C:22]([CH2:25][O:26][C:27](=[O:32])[CH2:28][C:29](=[O:31])[CH3:30])[CH2:23][S:24][C@H:19]23)=[O:10])[N:6]=1

Participants

3

Reactant 2

HCID 117819897beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acidHCID 14865043HCID 14865043, compound

Product 1

HCID 15144295(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(cyclopropylmethoxyimino)acetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Procedure

Starting from 2-(2-aminothiazol-4-yl)-2(Z)-cyclopropylmethoxyiminoacetic acid and 7β-amino-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid, the titled compound is obtained by the procedure of Reference Example 3.

Sources & evidence

ORD record
ord-a9546822716449368bebf20959285ba3
Source dataset
uspto-grants-1988_11
Patent number
US04788185

Reaction notes

Loading…