Ammonia → HCID 58748178, compound

HRID 1162699Notes

Reaction equation

HRID 1162699 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15]([C:17]2[S:18][C:19]([Cl:22])=[CH:20][CH:21]=2)=[O:16])[C@H:10]([O:23]C(=O)C)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N>CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][C@@H:10]([OH:23])[C@H:11]([CH2:13][NH:14][C:15]([C:17]2[S:18][C:19]([Cl:22])=[CH:20][CH:21]=2)=[O:16])[CH2:12]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 58748221HCID 58748221, compound

Product 1

HCID 58748178HCID 58748178, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

79.5 A solution of (3S,4R)-3-acetoxy-4-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (20 mg) in 1 ml of a 2M NH3 solution in MeOH was stirred at 22° C. for 1 h and evaporated to give (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester. Pale brown oil. MS 305.1 ([M-isobutene+H]+)

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-8dc21efe86f24e20beec046239df0dcf
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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