Sodium Hydroxide → HCID 69687347, compound

HRID 1872174Notes

Reaction equation

HRID 1872174 reaction equation
[C:1]([NH:8][C@H:9]([C:17]([OH:19])=O)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH:20]1[CH2:25][CH2:24][NH:23][CH2:22][C:21]1=[O:26].[OH-].[Na+]>ClCCl.CN(C)C=O>[C:4]([O:3][C:1](=[O:2])[NH:8][C@@H:9]([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:17](=[O:19])[N:23]1[CH2:24][CH2:25][NH:20][C:21](=[O:26])[CH2:22]1)([CH3:5])([CH3:6])[CH3:7]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 231360Piperazin-2-one

Product 1

HCID 69687347HCID 69687347, compound

Reagents, catalysts & solvents 1

HCID 22350042dichloromethane N,N-dimethylformamideSolvent

Procedure

BOC-L-phenylalanine (530 mg, 2 mmol) and piperazin-2-one (J. Am. Chem. Soc. 62 1202 (1940), 200 mg, 2 mmol) were coupled according to procedure A (2:1 dichloromethane/dimethylformamide reaction solvent, washed with 1 N NaOH after acid washes) and the product used without further purification. Yield 404 mg, 58%.

Workup

  1. customthe product used without further purification

Sources & evidence

ORD record
ord-0369a7466a114cc78ad92a5fdcb1b523
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

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