HCID 19370167, compound → HCID 54238429, compound

HRID 1614045Notes

Reaction equation

HRID 1614045 reaction equation
[C:1]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([C:17]([OH:19])=O)[CH:12]1[C:20]([OH:22])=[O:21])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]>C(OC(=O)C)(=O)C>[C:1]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]2[C:17]([O:22][C:20](=[O:21])[CH:12]12)=[O:19])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

Participants

3

Reactant 1

HCID 19370167HCID 19370167, compound

Product 1

HCID 54238429HCID 54238429, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Dissolve the 2:1 cis/trans mixture of N-carbobenzoxypiperidine-2,3-dicarboxylic acid diastereomers (20 g) in acetic anhydride (500 mL) and stir overnight under a dry nitrogen atmosphere. Vacuum distill off the acetic anhydride to leave the title compound as a red glass (11.1 g, 59%).

Workup

  1. dissolutionDissolve
  2. distillationVacuum distill off the acetic anhydride

Sources & evidence

ORD record
ord-4b727ac9c1354de99c3a5ae3d0060360
Source dataset
uspto-grants-1993_03
Patent number
US05194430

Reaction notes

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