Lithium Hydroxide → 4-[5-(Phenyl)-tetrazol-2-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

HRID 1783469Notes

Reaction equation

HRID 1783469 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH:8]([N:10]2[N:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:11]2)[CH2:7][N:6]1[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[O:4].[Li+].[OH-]>CO>[C:24]([O:23][C:21]([N:6]1[CH2:7][CH:8]([N:10]2[N:14]=[N:13][C:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[N:11]2)[CH2:9][CH:5]1[C:3]([OH:4])=[O:2])=[O:22])([CH3:27])([CH3:25])[CH3:26]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57590542HCID 57590542, compound

Product 1

HCID 575905404-[5-(Phenyl)-tetrazol-2-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[5-(phenyl)-tetrazol-2-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (4) in MeOH cooled to 0 degree is LiOH, and the mixture is stirred overnight. After removal of MeOH, the residue is acidified with HCl, extracted with EA, dried and concentrated to give the corresponding 4-[5-(phenyl)-tetrazol-2-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (5).

Workup

  1. customAfter removal of MeOH
  2. extractionextracted with EA
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e7b0ae02522245aa92fb381a63fa066a
Source dataset
uspto-grants-2009_03
Patent number
US07501422B2

Reaction notes

Loading…