HCID 10323860, compound → HCID 18631457, compound

HRID 1194972Notes

Reaction equation

HRID 1194972 reaction equation
C([O:5][C:6](=[O:36])[C@H:7]([CH3:35])[NH:8][C@H:9]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])[CH2:16][CH2:15]1)(C)(C)C.C(OCC)(=O)C.[ClH:43]>>[ClH:43].[CH2:23]([O:22][C:20]([N:17]1[CH2:18][CH2:19][CH:14]([CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]([NH:8][C@H:7]([C:6]([OH:36])=[O:5])[CH3:35])[C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:15][CH2:16]1)=[O:21])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 10323860HCID 10323860, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 18631457HCID 18631457, compound

Procedure

In 30 ml of 5N hydrogen chloride-ethyl acetate solution is dissolved 1.5 g of N-[(S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]-L-alanine tert-butyl ester, and the solution is allowed to stand at room temperature for 5 hours. The reaction solution is concentrated to dryness under reduced pressure, and the residue is rinsed with ethyl ether and dried under reduced pressure to give 1.15 g of N-[(S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]-L-alanine.hydrochloride as a colorless gum.

Workup

  1. concentrationThe reaction solution is concentrated to dryness under reduced pressure
  2. washthe residue is rinsed with ethyl ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-8b8252b6164946b3a3624314e3dd4490
Source dataset
uspto-grants-1989_03
Patent number
US04816466

Reaction notes

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