(S)-Benzyl 2-amino-3-hydroxypropanoate

Base Information

• Chemical Name: (S)-Benzyl 2-amino-3-hydroxypropanoate
• CAS No.: 1738-72-3
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID40357545
• Nikkaji Number: J775.764F
• Wikidata: Q72507400
• Mol file: 1738-72-3.mol

Synonyms:(S)-Benzyl 2-amino-3-hydroxypropanoate;1738-72-3;benzyl (2S)-2-amino-3-hydroxypropanoate;H-D-Ser-OBzl hydrochloride salt;L-Serine, phenylmethyl ester;L-SERINE BENZYL ESTER;serine benzyl ester;L-Ser-OBzl;SCHEMBL218263;DTXSID40357545;IIDNACBMUWTYIV-VIFPVBQESA-N;AKOS010531147;(S)-Benzyl2-amino-3-hydroxypropanoate;CS-0173542;EN300-374100

Chemical Property of (S)-Benzyl 2-amino-3-hydroxypropanoate

Chemical Property:

• Vapor Pressure: 8E-06mmHg at 25°C
• Boiling Point: 388oC at 760 mmHg
• PKA: 11.93±0.10(Predicted)
• Flash Point: 188.4oC
• PSA: 72.55000
• Density: 1.217±0.06 g/cm3(Predicted)
• LogP: 1.55170
• Storage Temp.: −20°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

(S)-Benzyl2-amino-3-hydroxypropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CO)N
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H](CO)N

Technology Process of (S)-Benzyl 2-amino-3-hydroxypropanoate

There total 8 articles about (S)-Benzyl 2-amino-3-hydroxypropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-tert-butoxycarbonyl-L-serine benzyl ester (59524-02-6) → L-serine benzyl ester (1738-72-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja011932l

Reference yield:

L-serin (56-45-1,83245-15-2) + benzyl alcohol (100-51-6,185532-71-2) → L-serine benzyl ester (1738-72-3)

Guidance literature:

With PPA; at 92 ℃; for 8h;

DOI:10.1016/j.bmc.2006.06.021

Reference yield:

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) → L-serine benzyl ester (1738-72-3)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tet.2009.04.069

upstream raw materials:

L-serin

p-toluenesulfonic acid monohydrate

benzyl α-amino-β-hydroxypropionate

benzenesulfonic acid

Downstream raw materials:

L-serin

benzyl N-(2,2,2-trichloroethoxycarbonyl)-L-serine

(S)-N-(6-methylheptanoyl)serine benzyl ester

N-(p-methoxybenzyl)-L-serine benzyl ester

Refernces

• 1、 Reintjens, Niels R. M.,Tondini, Elena,De Jong, Ana R.,Meeuwenoord, Nico J.,Chiodo, Fabrizio,Peterse, Evert,Overkleeft, Herman S.,Filippov, Dmitri V.,Van Der Marel, Gijsbert A.,Ossendorp, Ferry,Codée, Jeroen D. C.. "Self-Adjuvanting Cancer Vaccines from Conjugation-Ready Lipid A Analogues and Synthetic Long Peptides". supporting information. p. 11691 - 11706. Retrieved 2020/11/26.
• 2、 Shaik, Ahmad Ali,Nishat, Sharmeen,Andreana, Peter R.. "Stereoselective synthesis of natural and non-natural thomsen-nouveau antigens and hydrazide derivatives". . p. 2582 - 2585. Retrieved 2015/06/16.