Trifluoroacetic acid → (2S,4R)-4-Methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester Trifluoroacetate

HRID 1697720Notes

Reaction equation

[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][N:6]1C(OC(C)(C)C)=O)=[O:4].[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>>[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24].[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][NH:6]1)=[O:4]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 667719431-tert-Butyl 2-methyl (2S,4R)-4-methanesulfonylpyrrolidine-1,2-dicarboxylate

Product 1

HCID 66770661(2S,4R)-4-Methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester Trifluoroacetate

Procedure

In analogy to the procedure described in example 409f, (2S,4R)-4-methanesulfonyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (example 409c) was reacted with trifluoroacetic acid to give the title compound as brown solid.

Sources & evidence

ORD record: ord-155ca7ec855c457e811a7151c465706c
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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