7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid → 7-Trifluoroethylmercaptoacetamido-3-methoxymethyl-3-cephem-4-carboxylic acid

HRID 597367Notes

Reaction equation

HRID 597367 reaction equation
[NH2:1][CH:2]1[C:15](=[O:16])[N:4]2[C:5]([C:12]([OH:14])=[O:13])=[C:6]([CH2:9][O:10][CH3:11])[CH2:7][S:8][C@H:3]12.[F:17][C:18]([F:26])([F:25])[CH2:19][S:20][CH2:21][C:22](Cl)=[O:23]>>[F:17][C:18]([F:26])([F:25])[CH2:19][S:20][CH2:21][C:22]([NH:1][CH:2]1[C:15](=[O:16])[N:4]2[C:5]([C:12]([OH:14])=[O:13])=[C:6]([CH2:9][O:10][CH3:11])[CH2:7][S:8][C@H:3]12)=[O:23]

Participants

3

Reactant 2

HCID 128330237-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 21816785[(2,2,2-Trifluoroethyl)sulfanyl]acetyl chloride

Product 1

HCID 1317102357-Trifluoroethylmercaptoacetamido-3-methoxymethyl-3-cephem-4-carboxylic acid

Procedure

Using the procedure of Example 1, 7-amino-3-methoxymethyl-3-cephem-4-carboxylic acid is acylated with trifluoroethylmercaptoacetyl chloride to give 7-trifluoroethylmercaptoacetamido-3-methoxymethyl-3-cephem-4-carboxylic acid.

Sources & evidence

ORD record
ord-1296105fbc444f9d85dc4257cfb90d11
Source dataset
uspto-grants-1977_03
Patent number
US04013765

Reaction notes

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