5-Chloro-2-thiophenecarboxylic acid → HCID 58748164, compound
Reaction equation
C(O)(=O)C.[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([O:17][CH3:18])[C@H:14]([CH2:19][NH2:20])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6].[Cl:21][C:22]1[S:26][C:25]([C:27](O)=[O:28])=[CH:24][CH:23]=1>>[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([O:17][CH3:18])[C@H:14]([CH2:19][NH:20][C:27]([C:25]2[S:26][C:22]([Cl:21])=[CH:23][CH:24]=2)=[O:28])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6]Participants
3
Procedure
80.4 Using general procedure E, (3R,4S)-3-aminomethyl-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester acetate was coupled with 5-chlorothiophene-2-carboxylic acid to give (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester. Colorless foam. MS 318.9 ([M−isobutene+H]+)
Sources & evidence
- ORD record
- ord-2b4aace7c93145f7912f0bff6d1694e0
- Source dataset
- uspto-grants-2010_10