Ammonia → HCID 54429154, compound

HRID 264953Notes

Reaction equation

HRID 264953 reaction equation
C([O:3][C:4](=O)[CH2:5][C@H:6]([NH:10][C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[CH:7]([CH3:9])[CH3:8])C.[NH3:22]>>[CH2:14]([O:13][C:11]([NH:10][C@H:6]([CH:7]([CH3:9])[CH3:8])[CH2:5][C:4]([NH2:22])=[O:3])=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 54226118HCID 54226118, compound

Product 1

HCID 54429154HCID 54429154, compound

Procedure

2.23 g of 3(S)-benzyloxycarbonylamino-4-methylpentanoic acid ethyl ester and 50 ml of 6N ammonia (in methanol) are stirred for 6 days at 75° C. in a bomb tube. The reaction mixture is concentrated by evaporation and the residue is crystallised from ethyl acetate. The title compound is obtained: Rf (dichloromethane/methanol=95:5)=0.20; m.p. 171°-172° C.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. customthe residue is crystallised from ethyl acetate

Sources & evidence

ORD record
ord-73503f1466854f8ca2fa72f5917542f7
Source dataset
uspto-grants-1997_07
Patent number
US05646143

Reaction notes

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