5-Chloro-2-thiophenecarboxylic acid → HCID 58748221, compound

HRID 1162698Notes

Reaction equation

HRID 1162698 reaction equation
C(O)(=O)C.[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([CH2:17][NH2:18])[C@H:14]([O:19][C:20](=[O:22])[CH3:21])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6].[Cl:23][C:24]1[S:28][C:27]([C:29](O)=[O:30])=[CH:26][CH:25]=1>>[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([CH2:17][NH:18][C:29]([C:27]2[S:28][C:24]([Cl:23])=[CH:25][CH:26]=2)=[O:30])[C@H:14]([O:19][C:20](=[O:22])[CH3:21])[CH2:13]1)=[O:11])([CH3:8])([CH3:6])[CH3:7]

Participants

3

Reactant 2

HCID 950485-Chloro-2-thiophenecarboxylic acidHCID 68646955HCID 68646955, compound

Product 1

HCID 58748221HCID 58748221, compound

Procedure

79.4 Using general procedure E, (3S,4R)-3-acetoxy-4-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester acetate was coupled with 5-chlorothiophene-2-carboxylic acid to give (3S,4R)-3-acetoxy-4-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester. Brown oil. MS 347.0 ([M-iso-butene+H]+)

Sources & evidence

ORD record
ord-57fee128e2d747cfb3e6957cc89267a3
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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