Ammonia → HCID 67086814, compound

HRID 1665146Notes

Reaction equation

HRID 1665146 reaction equation
C([O:3][C:4](=O)[C@H:5]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:11][CH:10]=1)C.CO.[NH3:31]>>[C:24]([O:23][C:21](=[O:22])[NH:20][C@@H:5]([C:4](=[O:3])[NH2:31])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:11][CH:10]=1)([CH3:27])([CH3:26])[CH3:25]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 67086991HCID 67086991, compound

Product 1

HCID 67086814HCID 67086814, compound

Procedure

(R)-2-tert-Butoxycarbonylamino-5-(4-tert-butoxy-phenyl)-pentanoic acid ethyl ester (179 g, 460 mmol) is dissolved in 7M NH3 in MeOH (400 ml, 2800 mmol) and stirred at room temperature for 4 days. The reaction is concentrated in vacuo keeping the temperature below 30° C. to afford [(R)-4-(4-tert-Butoxy-phenyl)-1-carbamoyl-butyl]-carbamic acid tert-butyl ester [M+H]+ 364

Workup

  1. concentrationThe reaction is concentrated in vacuo
  2. customthe temperature below 30° C.

Sources & evidence

ORD record
ord-295a6ec9a59d4632b7f7360bb5afd3f7
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

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