Hydrochloric Acid → 3-Amino-N-((phenylmethoxy)carbonyl)-L-alanine methyl ester

HRID 2258600Notes

Reaction equation

HRID 2258600 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][NH2:17])[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:19]O>>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][NH2:17])[C:13]([O:15][CH3:19])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2756313Z-Dap-OH

Product 1

HCID 110432213-Amino-N-((phenylmethoxy)carbonyl)-L-alanine methyl ester

Conditions

Temperature
20 °C

Procedure

A solution of 2(S)-benzyloxycarbonylamino-3-aminopropionoic acid (2.4 g) in methanol at 0° C. was saturated with HCl gas. After stirring for 2 h at 20° C. the solution was evaporated to obtain the title compound. 1H NMR (300 MHz, CD3OD ) δ 7.35 (5H, m), 5.13 (2H, s), 4.50 (1H, m), 3.77 (3H, s), 3.45 (1H, m), 3.22 (1H, m).

Workup

  1. customat 0° C.
  2. customwas evaporated

Sources & evidence

ORD record
ord-561f84642a9442f196da8933ee2ea088
Source dataset
uspto-grants-1997_08
Patent number
US05661161

Reaction notes

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