7-Aminocephalosporanic acid → HCID 131711742, compound

HRID 2049567Notes

Reaction equation

HRID 2049567 reaction equation
CC(O[CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.[CH3:19][NH:20][C:21](=[O:29])[CH2:22][N:23]1[C:27]([SH:28])=[N:26][N:25]=[N:24]1>>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:28][C:27]3[N:23]([CH2:22][C:21](=[O:29])[NH:20][CH3:19])[N:24]=[N:25][N:26]=3)[CH2:15][S:14][C@H:9]12

Participants

3

Reactant 2

HCID 4413287-Aminocephalosporanic acidHCID 178485778HCID 178485778, compound

Product 1

HCID 131711742HCID 131711742, compoundYield 44%

Procedure

7-ACA and N-methyl-5-mercapto-1H-tetrazol-1-ylacetamide were reacted as in example 23a to give the title compound, 44.0% yield; δ(CF3CO2H), 3.05 (3H,d, J5 Hz, --CONHCH3), 3.92 (2H,s, C2 methylene), 4.63 (2H,bs, --CH2S--), 5.47 (4H,s, --CH2CO-- and β-lactam protons), 7.5-7.8 (1H,m, --CONH--).

Sources & evidence

ORD record
ord-7604aedd7d6749d0989960786d55e8dd
Source dataset
uspto-grants-1980_04
Patent number
US04198406

Reaction notes

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