O-Benzyl-L-serinol hydrochloride
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O-Benzyl-L-serinol hydrochloride

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Category
Amino Alcohol
Catalog number
BAT-002647
CAS number
58577-95-0
Molecular Formula
C10H16ClNO2
Molecular Weight
217.70
O-Benzyl-L-serinol hydrochloride
IUPAC Name
(2R)-2-amino-3-phenylmethoxypropan-1-ol;hydrochloride
Synonyms
H-Ser(Bzl)-ol HCl; (R)-2-Amino-3-benzyloxy-1-propanol hydrochloride; (2R)-2-amino-3-phenylmethoxypropan-1-ol hydrochloride
Purity
≥ 95%
InChI
InChI=1S/C10H15NO2.ClH/c11-10(6-12)8-13-7-9-4-2-1-3-5-9;/h1-5,10,12H,6-8,11H2;1H/t10-;/m1./s1
InChI Key
BJWHQBTUHVIRJJ-HNCPQSOCSA-N
Canonical SMILES
C1=CC=C(C=C1)COCC(CO)N.Cl
1. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
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