1-Acetoxy-2-bromoethane → HCID 15010094, compound

HRID 1461174Notes

Reaction equation

HRID 1461174 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:30]/[OH:31])/[C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O-:27])=[O:26])=[C:15](/[CH:18]=[CH:19]\[C:20]4[N:21]=[N:22][S:23][CH:24]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].[C:33]([O:36][CH2:37][CH2:38]Br)(=[O:35])[CH3:34]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:30]/[OH:31])/[C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O:27][CH:37]([O:36][C:33](=[O:35])[CH3:34])[CH3:38])=[O:26])=[C:15](/[CH:18]=[CH:19]\[C:20]4[N:21]=[N:22][S:23][CH:24]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

3

Reactant 2

HCID 135641-Acetoxy-2-bromoethaneHCID 23710093HCID 23710093, compound

Product 1

HCID 15010094HCID 15010094, compoundYield 23.1%

Procedure

In like manner as in Example 20 sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-[(Z)-2-(1,2,3-thiadiazol-4-yl)vinyl]-3-cephem-4-carboxylate (0.5 g) was reacted with DL-2-bromoethyl acetate (0.23 g) thereby DL-1-acetyloxyethyl 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-[(Z)-2-(1,2,3-thiadiazol-4-yl)vinyl]-3-cephem-4-carboxylate (0.13 g) was obtained.

Sources & evidence

ORD record
ord-2488275bb5ba488395afea1c1fc2ca80
Source dataset
uspto-grants-1991_12
Patent number
US05073551

Reaction notes

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