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

HRID 363208Notes

Reaction equation

HRID 363208 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) δ7.35 (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-7661bc6a0e434bc6b0b0f7725aa50b4e
Source dataset
uspto-grants-1999_02
Patent number
US05872135

Reaction notes

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