Trifluoroacetic acid → HCID 86615824, compound

Reaction equation

C(OC([N:8]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9]1)=O)(C)(C)C.[C:16]([OH:22])([C:18]([F:21])([F:20])[F:19])=[O:17]>>[F:19][C:18]([F:21])([F:20])[C:16]([O-:22])=[O:17].[C:13]([C@H:10]1[CH2:11][CH2:12][NH2+:8][CH2:9]1)([OH:15])=[O:14]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 1512492(3S)-1-[(tert-butoxy)carbonyl]pyrrolidine-3-carboxylic acid

Product 1

HCID 86615824HCID 86615824, compound

Procedure

(3S)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxylic acid (0.5 g, 2.34 mmol) was stirred in TFA (20 mL) for 3 h. The solvent was removed to provide the title compound as yellow oil that was used for the next step without further purification. Yield: 0.50 g (99%).

Workup

customThe solvent was removed

Sources & evidence

ORD record: ord-bbaa2d0b92574a77bf6169f662ad3092
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615642B2

Reaction notes

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