| Identification | Back Directory | [Name]
O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE | [CAS]
19525-87-2 | [Synonyms]
H-Ser(Bzl) Ser(Bzl)-OMe.HCl H-SER(BZL)-OME HCL L-Ser(Bzl)-OMe·HCl o-benzyl-l-serinemethylesterHCl Benzylserinemethylesterhydrochloride METHYL O-BENZYL-L-SERINATE HYDROCHLORIDE O-BENZYL-L-SERINE METHYL ESTER HYDROCHLORIDE O-(Phenylmethyl)-L-serine methyl ester hydrochloride (S)-Methyl 2-aMino-3-(benzyloxy)propanoate hydrochloride Methyl O-Benzyl-L-serinate Hydrochloride
H-Ser(Bzl)-OMe.HCl O-Benzyl-L-serine Methyl Ester Hydrochloride | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C11H16ClNO3 | [MDL Number]
MFCD00191312 | [MOL File]
19525-87-2.mol | [Molecular Weight]
245.7 |
| Chemical Properties | Back Directory | [Melting point ]
164-166 °C | [refractive index ]
5 ° (C=1, MeOH) | [storage temp. ]
Store at 0°C | [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 |
| Hazard Information | Back Directory | [Uses]
O-Benzyl-L-serine Methyl Ester Hydrochloride is a reactant used in the synthesis of ureidopeptides and peptidyl ureas. | [Synthesis]
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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