(3S)-3-Benzoylamino-1-chloro-4-phenyl-2-butanone → tetrahydro-6-[[3-(benzoylamino)-2-oxo-4-phenylbutyl]amino]-5-oxo-1,4-thiazepine-4(5H)-acetic acid, ethyl ester

HRID 1981140Notes

Reaction equation

HRID 1981140 reaction equation
Cl.[NH2:2][CH:3]1[CH2:9][S:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:4]1=[O:16].Cl[CH2:18][C:19](=[O:37])[C@@H:20]([NH:28][C:29](=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:29]([NH:28][CH:20]([CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:19](=[O:37])[CH2:18][NH:2][CH:3]1[CH2:9][S:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:4]1=[O:16])(=[O:36])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 13339657(3S)-3-Benzoylamino-1-chloro-4-phenyl-2-butanoneHCID 1317141916-Amino-tetrahydro-5-oxo-1,4-thiazepine-4(5H)-acetic acid, ethyl ester, hydrochloride

Product 1

HCID 86740032tetrahydro-6-[[3-(benzoylamino)-2-oxo-4-phenylbutyl]amino]-5-oxo-1,4-thiazepine-4(5H)-acetic acid, ethyl ester

Procedure

6-Amino-tetrahydro-5-oxo-1,4-thiazepine-4(5H)-acetic acid, ethyl ester, hydrochloride is reacted with (S)-N-[3-chloro-2-oxo-1-(phenylmethyl)propyl]benzamide according to the procedure of Example 1(h) to give tetrahydro-6-[[3-(benzoylamino)-2-oxo-4-phenylbutyl]amino]-5-oxo-1,4-thiazepine-4(5H)-acetic acid, ethyl ester.

Sources & evidence

ORD record
ord-99196fb3e8cf4869aded150c3985f401
Source dataset
uspto-grants-1985_04
Patent number
US04512988

Reaction notes

Loading…