5-Chlorothiophene-2-carbonyl Chloride → tert. Butyl (3SR,4SR)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methoxy-pyrrolidine-1-carboxylate

HRID 1875325Notes

Reaction equation

HRID 1875325 reaction equation
[NH2:1][CH:2]1[CH:6]([O:7][CH3:8])[CH2:5][N:4]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3]1.[Cl:16][C:17]1[S:21][C:20]([C:22](Cl)=[O:23])=[CH:19][CH:18]=1>>[Cl:16][C:17]1[S:21][C:20]([C:22]([NH:1][CH:2]2[CH:6]([O:7][CH3:8])[CH2:5][N:4]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3]2)=[O:23])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 5892235-Chlorothiophene-2-carbonyl ChlorideHCID 20067140tert-Butyl 3-amino-4-methoxypyrrolidine-1-carboxylate

Product 1

HCID 72411070tert. Butyl (3SR,4SR)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methoxy-pyrrolidine-1-carboxylate

Procedure

Prepared analogously to Example 1a from tert. Butyl (3SR,4SR)-3-amino-4-methoxy-pyrrolidine-1-carboxylate (prepared analogously to Y. Tsuzuki et al. Tetrahedron Asymm. 2001, 12, 2989) and 5-chlorothiophene-2-carbonyl chloride.

Workup

  1. customprepared analogously to Y

Sources & evidence

ORD record
ord-3794f27c31a949ab9d37b95f9fc7b6a0
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

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