Tert-butyl 2-(cyclopentylamino)acetate → N-(2-Acetylthio-3-methylbenzoyl)-N-cyclopentylglycine t-butyl ester

HRID 325489Notes

Reaction equation

[C:1]([O:5][C:6](=[O:14])[CH2:7][NH:8][CH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].[C:15]([S:18][C:19]1[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](O)=[O:22])(=[O:17])[CH3:16]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:14])[CH2:7][N:8]([C:21](=[O:22])[C:20]1[CH:24]=[CH:25][CH:26]=[C:27]([CH3:28])[C:19]=1[S:18][C:15](=[O:17])[CH3:16])[CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 0 °C

Procedure

N-Cyclopentylglycine t-butyl ester (8.3 g, 0.042 mole) and 2-acetylthio-3-methylbenzoic acid (8.9 g, 0.042 mole) were combined in 90 ml CH2Cl2. This solution was cooled to 0° C. before adding to it a solution of N,N-dicyclohexylcarbodiimide (8.6 g, 0.042 mole) in 30 ml CH2Cl2 dropwise over 15 minutes. The reaction was allowed to warm slowly to room temperature overnight.

Workup

temperatureto warm slowly to room temperature overnight

Sources & evidence

ORD record: ord-55004cc9fd5d472c8dbaa8bd9cb6e1a1
Source dataset: uspto-grants-1984_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04440941

Reaction notes

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