Thiophenol → N-benzyloxycarbonyl-glycine-phenythio ester

HRID 1439415Notes

Reaction equation

HRID 1439415 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:8]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[CH2:9][C:10]([OH:12])=[O:11]>ClCCl>[C:1]1([S:7][O:12][C:10](=[O:11])[CH2:9][NH:8][C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7969ThiophenolHCID 14349Benzyloxycarbonylglycine

Product 1

HCID 22764889N-benzyloxycarbonyl-glycine-phenythio esterYield 69%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using thiophenol and Z-Gly.OH, Example 78 was repeated, except that dichloromethane was used in place of ethyl acetate as the extraction solvent, to obtain N-benzyloxycarbonyl glycine phenylthio ester (hereinafter represented by ##STR12## in a yield of 69%.

Sources & evidence

ORD record
ord-1c401c24185942fc92e919444058368a
Source dataset
uspto-grants-1977_11
Patent number
US04059603

Reaction notes

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