Hydrochloric Acid → propan-2-yl (2S)-2-amino-3-phenylpropanoate hydrochloride

HRID 18047

Reaction equation

HRID 18047 reaction equation
[ClH:1].[NH2:2][C@H:3]([C:11]([OH:13])=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[NH2:14][C@H:15]([C:24]([OH:26])=[O:25])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1>C(O)(C)C>[ClH:1].[CH:15]([O:12][C:11](=[O:13])[C@H:3]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:2])([CH3:24])[CH3:16].[ClH:1].[CH:3]([O:25][C:24](=[O:26])[C@H:15]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=1)[NH2:14])([CH3:11])[CH3:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6057L-TyrosineHCID 6140L-Phenylalanine

Product 2

HCID 15599949propan-2-yl (2S)-2-amino-3-phenylpropanoate hydrochlorideHCID 67262861propan-2-yl (2S)-2-amino-3-(4-hydroxyphenyl)propanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Excess HCl gas was added with stirring to a suspension of L-phenylalanine or L-tyrosine in excess isopropanol. The mixture was heated to reflux for 16 h, and then the volatiles were evaporated under vacuum to give L-phenylalanine isopropyl ester hydrochloride or L-tyrosine isopropyl ester hydrochloride of sufficient purity for immediate use.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 16 h
  3. customthe volatiles were evaporated under vacuum

Sources & evidence

ORD record
ord-733fefb0a17c4d6aa12ad2ef65fce39e
Source dataset
uspto-grants-2010_06
Patent number
US07741328B2

Linked notes

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