L-Serine benzyl ester hydrochloride

Base Information

• Chemical Name: L-Serine benzyl ester hydrochloride
• CAS No.: 60022-62-0
• Molecular Formula: C10H14ClNO3
• Molecular Weight: 231.679
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID00513241
• Mol file: 60022-62-0.mol

Synonyms:L-Serine benzyl ester hydrochloride;60022-62-0;H-Ser-OBzl.HCl;H-Ser-Obzl HCl;L-Serine benzyl ester HCl;1738-72-3;L-Serine benzyl ester, HCl;SER(BZL).HCL;benzyl (2S)-2-amino-3-hydroxypropanoate hydrochloride;benzyl (2S)-2-amino-3-hydroxypropanoate;hydrochloride;(S)-benzyl 2-amino-3-hydroxypropanoate hydrochloride;H-Ser-Obzl hydrochloride;H-Ser.OBzl.HCl;H-Ser-OBzl hydrochloride salt;L-Serine, phenylmethyl ester, hydrochloride;MFCD00038955;H-Ser-OBzl. HCl;H-Ser.OBzl. HCl;L-Ser-OBzl⋅HCl;H-Ser-OBn hydrochloride;l-serine-benzyl ester-hcl;Benzyl L-serinate--hydrogen chloride (1/1);L-Serine,phenylmethylester;L-Serine, phenylmethylester;SCHEMBL543358;Benzyl L-serinate hydrochloride;serine benzyl ester hydrochloride;DTXSID00513241;l-serine benzylester hydrochloride;MGZWCDQAKCHOBX-FVGYRXGTSA-N;AMY22747;AKOS015847162;AKOS015889945;CS-W010363;DS-1078;KILO-60022-62-0;S0550;L-beta-Hydroxyalanine benzyl ester hydrochloride;EN300-1708016;A851285;J-300253;Q-101840

Chemical Property of L-Serine benzyl ester hydrochloride

Chemical Property:

• Vapor Pressure: 8E-06mmHg at 25°C
• Melting Point: 175°C
• Refractive Index: -12 ° (C=1, H2O)
• Boiling Point: 388 °C at 760 mmHg
• Flash Point: 188.4 °C
• PSA: 72.55000
• LogP: 1.55170
• Storage Temp.: −20°C
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.0662210
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

97% ^*data from raw suppliers

L-Serine benzyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CO)N.Cl
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H](CO)N.Cl
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of L-Serine benzyl ester hydrochloride

There total 3 articles about L-Serine benzyl ester hydrochloride 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: 89.0%

→ serine benzyl ester hydrochloride (60022-62-0,879278-55-4,151651-44-4)

Guidance literature:

With caesium carbonate; In methanol;

In methanol;

With hydrogenchloride; In methanol; diethyl ether;

Reference yield: 54.0%

L-serin (56-45-1,83245-15-2) + benzyl alcohol (100-51-6,185532-71-2) → L-serine benzyl ester hydrochloride (60022-62-0,879278-55-4,151651-44-4)

Guidance literature:

L-serin; benzyl alcohol; With toluene-4-sulfonic acid; In tetrachloromethane; Reflux;

With hydrogenchloride; In water;

DOI:10.1016/j.bmcl.2011.05.108

Reference yield:

(R)-benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate (59524-02-6,145612-59-5,141527-78-8) → D-serine benzyl ester hydrochloride (60022-62-0,879278-55-4,151651-44-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; toluene;

upstream raw materials:

(R)-benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

L-serin

benzyl alcohol

Downstream raw materials:

(S)-N-[6-(N-fluorenylmethoxycarbonylamino)hexanoyl]serine benzyl ester

benzyl (S)-2-(5-(dimethylamino)naphthalene-1-sulfonamidyl)-3-hydroxypropionate

Tos-Ser-OBn

(S)-2-(4-Benzyloxy-3,5-dichloro-benzoylamino)-3-hydroxy-propionic acid benzyl ester

Refernces

• 1、 Thorn, Karina,Nielsen, Carsten Uhd,Jakobsen, Palle,Steffansen, Bente,Zercher, Charles K.,Begtrup, Mikael. "The tandem chain extension aldol reaction used for synthesis of ketomethylene tripeptidomimetics targeting hPEPT1". supporting information; experimental part. p. 4597 - 4601. Retrieved 2011/09/12.
• 2、 Wu, Jianhui,Li, Chunyu,Zhao, Ming,Wang, Wenjing,Wang, Yuji,Peng, Shiqi. "A class of novel carboline intercalators: Their synthesis, in vitro anti-proliferation, in vivo anti-tumor action, and 3D QSAR analysis". experimental part. p. 6220 - 6229. Retrieved 2010/10/04.