Methanol → HCID 131710530, compound

HRID 1730860Notes

Reaction equation

HRID 1730860 reaction equation
[CH3:1][C:2]1[CH2:3][S:4][C@@H:5]2[CH:17](NC(=O)COC3C=CC=CC=3)[C:16](=[O:29])[N:6]2[C:7]=1[C:8]([O:10][CH2:11][C:12]([Cl:15])([Cl:14])[Cl:13])=[O:9].[CH3:30][OH:31].C[Li].Cl[O:35][C:36]([CH3:39])(C)[CH3:37]>O1CCCC1>[CH3:1][C:2]1[CH:3]([NH:6][C:16](=[O:29])[CH3:17])[S:4][C@@H:5]2[C:17]([O:31][CH3:30])([O:35][C:36]3[CH:39]=[CH:7][CH:2]=[CH:1][CH:37]=3)[C:16](=[O:29])[N:6]2[C:7]=1[C:8]([O:10][CH2:11][C:12]([Cl:13])([Cl:14])[Cl:15])=[O:9]

Participants

6

Reactant 4

HCID 887MethanolHCID 521297Tert-Butyl hypochloriteHCID 15573409HCID 15573409, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 131710530HCID 131710530, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

According to the procedure described by Example 4, 479 mg. of 2,2,2-trichloroethyl 3-methyl-7-phenoxyacetamido-3-cephem-4-carboxylate was reacted with methanol, methyl lithium and t-butyl hypochlorite in anhydrous tetrahydrofuran at -80° C. to provide 2,2,2-trichloroethyl 3-methyl-7-methoxy-7-phenoxy-acetamido-3-cephem-4-carboxylate.

Sources & evidence

ORD record
ord-383f7e37163042789f899216d2f43956
Source dataset
uspto-grants-1976_11
Patent number
US03994885

Reaction notes

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