(R)-2-amino-3-(4-ethoxy-phenyl)-propionic acid hydrochloride → O-Ethyl-D-tyrosine

HRID 590628

Reaction equation

HRID 590628 reaction equation
C(OC([NH:8][C@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[CH:16][CH:15]=1)[C:10]([OH:12])=[O:11])=O)CCC.Cl.N[C@H](CC1C=CC(OCC)=CC=1)C(O)=O>Cl.O1CCOCC1>[NH2:8][C@H:9]([CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH2:21][CH3:22])=[CH:18][CH:19]=1)[C:10]([OH:12])=[O:11]

Participants

5

Reactant 2

HCID 71185515(R)-2-amino-3-(4-ethoxy-phenyl)-propionic acid hydrochlorideHCID 71186057(R)-2-Butoxycarbonylamino-3-(4-ethoxy-phenyl)-propionic acid

Product 1

HCID 18596379O-Ethyl-D-tyrosine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

(R)-2-Butoxycarbonylamino-3-(4-ethoxy-phenyl)-propionic acid (4.0 g, 12.93 mmol) was dissolved in 4M HCl in dioxan (150 mL). After one hour at room temperature the solvent was removed in vacuo to give a white solid identified as (R)-2-amino-3-(4-ethoxy-phenyl)-propionic acid hydrochloride (3.18 g, 12.9 mmol, 100%).

Workup

  1. customAfter one hour at room temperature the solvent was removed in vacuo
  2. customto give a white solid

Sources & evidence

ORD record
ord-58046c4116bc4c01b67c80427d010a57
Source dataset
uspto-grants-2016_01
Patent number
US09234000B2

Linked notes

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