tert-butyl N-tert-butoxycarbonyl-4,4-dimethylproline → (S)-4,4-dimethylpyrrolidine-2-carboxylic acid

HRID 734197Notes

Reaction equation

HRID 734197 reaction equation
C([C@@:5]1([C:19]([OH:21])=[O:20])[CH2:9][C:8]([CH3:11])([CH3:10])[CH2:7][N:6]1C(OC(C)(C)C)=O)(C)(C)C>ClCCl>[CH3:10][C:8]1([CH3:11])[CH2:7][NH:6][C@H:5]([C:19]([OH:21])=[O:20])[CH2:9]1

Participants

3

Reactant 1

HCID 67158944tert-butyl N-tert-butoxycarbonyl-4,4-dimethylproline

Product 1

HCID 46907953(S)-4,4-dimethylpyrrolidine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl N-tert-butoxycarbonyl-4,4-dimethylproline in dichloromethane (5 mL) and trifluoroacetic (5 mL) was stirred at room temperature for five hours. The solution was concentrated, dried under high vacuum and taken to the next step without further purification.

Workup

  1. concentrationThe solution was concentrated
  2. customdried under high vacuum
  3. customtaken to the next step without further purification

Sources & evidence

ORD record
ord-4f3358791a2444a5ab857605c23461e2
Source dataset
uspto-grants-2009_09
Patent number
US07592316B2

Reaction notes

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