Hydrochloric Acid → benzyl (2S)-2-[[(2S)-2-amino-3-(difluoromethoxy)propanoyl]amino]-3-phenyl-propanoate hydrochloride

HRID 61302Notes

Reaction equation

HRID 61302 reaction equation
C(OC([NH:8][C@@H:9]([CH2:31][O:32][CH:33]([F:35])[F:34])[C:10]([NH:12][C@@H:13]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=[O:11])=O)(C)(C)C.[ClH:36]>C(OCC)C>[ClH:36].[NH2:8][C@@H:9]([CH2:31][O:32][CH:33]([F:34])[F:35])[C:10]([NH:12][C@@H:13]([CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90040839HCID 90040839, compound

Product 1

HCID 131737166benzyl (2S)-2-[[(2S)-2-amino-3-(difluoromethoxy)propanoyl]amino]-3-phenyl-propanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Benzyl(2S)-2-[[(2S)-2-(tert-butoxycarbonylamino)-3 (difluoromethoxy)propanoyl]amino]-3-phenyl-propanoate (1.9 g, 3.86 mmol) was stirred in HCl, 2M in diethyl ether (12 mL), at room temperature overnight. The resulting suspension was diluted with hexanes and the filtered to collect the compound of Formula XVI(a) (1.65 g, quantitative yield) as a white solid. The product was used directly in the subsequent reaction.

Workup

  1. customat room temperature
  2. customovernight
  3. filtrationthe filtered
  4. customto collect the compound of Formula XVI(a) (1.65 g, quantitative yield) as a white solid
  5. customThe product was used directly in the subsequent reaction

Sources & evidence

ORD record
ord-07445da9ed72441a8840014d08a9f3a3
Source dataset
uspto-grants-2016_09
Patent number
US09441012B2

Reaction notes

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