(1R,2S)-Methyl 1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylate → (1r,2s)-1-Amino-2-vinylcyclopropane carboxylic acid methyl ester trifluoroacetic acid salt

HRID 387200Notes

Reaction equation

HRID 387200 reaction equation
[CH3:1][O:2][C:3]([C@@:5]1([NH:10]C(OC(C)(C)C)=O)[CH2:7][C@H:6]1[CH:8]=[CH2:9])=[O:4].C(Cl)Cl.[C:21]([OH:27])([C:23]([F:26])([F:25])[F:24])=[O:22]>>[F:24][C:23]([F:26])([F:25])[C:21]([OH:27])=[O:22].[CH3:1][O:2][C:3]([C@@:5]1([NH2:10])[CH2:7][C@H:6]1[CH:8]=[CH2:9])=[O:4]

Participants

3

Reactant 2

HCID 10421813(1R,2S)-Methyl 1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylateHCID 21863450Trifluoroacetic acid methylene chloride

Product 1

HCID 67246036(1r,2s)-1-Amino-2-vinylcyclopropane carboxylic acid methyl ester trifluoroacetic acid salt

Procedure

N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid methyl ester (125 mg, 0.52 mmol) stirred in CH2Cl2/TFA (1:1, 2 mL) at RT for 90 minutes. Solvents removed under vacuum to yield (1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid methyl ester trifluoroacetic acid salt.

Workup

  1. customSolvents removed under vacuum

Sources & evidence

ORD record
ord-72a4cbdb567a48ea97c1c59d2ec03273
Source dataset
uspto-grants-2013_02
Patent number
US08372873B2

Reaction notes

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