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(S)-2-(Acetoxyacetyl)-1-(tert-butoxycarbonyl)pyrrolidine → 2(s)-(Acetoxyacetyl)-pyrrolidine trifluoroacetic acid salt

HRID 1248828
Notes
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Reaction equation

HRID 1248828 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:19])[CH2:14][O:15][C:16](=[O:18])[CH3:17])=O)(C)(C)C.[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23].C(O)(=O)C>>[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23].[C:16]([O:15][CH2:14][C:13]([C@@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1)=[O:19])(=[O:18])[CH3:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 13753435(S)-2-(Acetoxyacetyl)-1-(tert-butoxycarbonyl)pyrrolidineHCID 23437676Trifluoroacetic acid acetate

Product 1

HCID 137534392(s)-(Acetoxyacetyl)-pyrrolidine trifluoroacetic acid salt

Procedure

A solution of 1.00 g of the product of Example 2 can be kept in 10 ml of 1:1 trifluoracetic acid-acetic acid at 20° for 30 minutes. The solvents can then be removed under reduced pressure to give (S)-2-(2-acetoxy-1-oxoethyl)-pyrrolidine trifluoracetate.

Workup

  1. customThe solvents can then be removed under reduced pressure

Sources & evidence

ORD record
ord-7fa09c580400450d840324a66d338ebb
Source dataset
uspto-grants-1986_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04626545

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes