(2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acid → HCID 70059199, compound

HRID 2230304Notes

Reaction equation

HRID 2230304 reaction equation
[N:1]1([C:8]([NH:10][C@@H:11]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:12]([OH:14])=O)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:19]([O:23][C:24](=[O:36])[C@@H:25]([NH2:35])[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)([CH3:22])([CH3:21])[CH3:20]>>[C:19]([O:23][C:24](=[O:36])[CH:25]([NH:35][C:12](=[O:14])[CH:11]([NH:10][C:8]([N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1)=[O:9])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:26][C:27]1[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=1)([CH3:20])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 7530182(2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acidHCID 13653351HCID 13653351, compound

Product 1

HCID 70059199HCID 70059199, compoundYield 87%

Procedure

A solution of the product from Example Z (2(S)-[(azepane-1-carbonyl)-amino]-4-methyl-pentanoic acid) (0.20 g, 0.78 mmol) and 2(S)-amino-3-(4-methoxy-phenyl)-propionic acid tert-butyl ester (Bachem, 0.216 g, 0.86 mmol) were coupled according to the procedure described in Example 3. The residue was purified by crystallization from hexane to give the title compound as a white solid (0.33 g, 87%), mp 105-106° C.

Workup

  1. customThe residue was purified by crystallization from hexane

Sources & evidence

ORD record
ord-a40a1cd585f94b61bcda58835420698d
Source dataset
uspto-grants-2002_07
Patent number
US06423689B1

Reaction notes

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