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O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE

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O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE Basic information

Product Name:
O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE
Synonyms:
  • O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE
  • METHYL O-BENZYL-L-SERINATE HYDROCHLORIDE
  • H-SER(BZL)-OME HCL
  • Benzylserinemethylesterhydrochloride
  • o-benzyl-l-serinemethylesterHCl
  • methyl (2S)-2-amino-3-(benzyloxy)propanoate hydrochloride
  • Methyl O-Benzyl-L-serinate Hydrochloride H-Ser(Bzl)-OMe.HCl
  • O-Benzyl-L-serine Methyl Ester Hydrochloride
CAS:
19525-87-2
MF:
C11H16ClNO3
MW:
245.7
EINECS:
1533716-785-6
Product Categories:
  • Biochemistry
  • Amino Acid Methyl Esters
  • Amino Acids
  • Amino Acids (C-Protected)
Mol File:
19525-87-2.mol
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O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE Chemical Properties

Melting point:
164-166 °C
refractive index 
5 ° (C=1, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
color 
White to Almost white
Water Solubility 
almost transparency
InChI
InChI=1/C11H15NO3.ClH/c1-14-11(13)10(12)8-15-7-9-5-3-2-4-6-9;/h2-6,10H,7-8,12H2,1H3;1H/t10-;/s3
InChIKey
UDHSAWHYRXHQJP-MEQOOBBNNA-N
SMILES
C1(=CC=CC=C1)COC[C@H](N)C(=O)OC.Cl |&1:9,r|
CAS DataBase Reference
19525-87-2
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Safety Information

Safety Statements 
24/25
HS Code 
2922.50.4000
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O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE Usage And Synthesis

Uses

O-Benzyl-L-serine Methyl Ester Hydrochloride is a reactant used in the synthesis of ureidopeptides and peptidyl ureas.

Synthesis

23680-31-1

19525-87-2

Example 44A: 300 mg (1.02 mmol) of (S)-3-benzyloxy-2-tert-butoxycarbonylamino-propionic acid was dissolved in 10 mL of dichloromethane (DCM) at 0 °C and 1.5 mL (20.5 mmol) of thionyl chloride was added slowly. The reaction mixture was stirred at 0°C for 14 hours. Upon completion of the reaction, the mixture was concentrated, followed by addition of methanol and evaporation several times to give O-benzyl-L-serine methyl ester hydrochloride as a white solid. Yield: 270 mg (100%).LC-MS (Method 1s): retention time (RT) = 0.92 min, MS (ESI pos): m/z = 210 (M + H)+.

References

[1] Patent: WO2009/92566, 2009, A1. Location in patent: Page/Page column 112-113

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