H-D-SER-OBZL HCL

Base Information

• Chemical Name: H-D-SER-OBZL HCL
• CAS No.: 151651-44-4
• Molecular Formula: C₁₀H₁₃NO₃*ClH
• Molecular Weight: 231.679
• Mol file: 151651-44-4.mol

Synonyms:D-Serine,phenylmethyl ester, hydrochloride (9CI);Benzyl(R)-(+)-2-amino-3-hydroxypropanoate hydrochloride;D-Serine benzyl esterhydrochloride;

Chemical Property of H-D-SER-OBZL HCL

Chemical Property:

• Vapor Pressure: 8E-06mmHg at 25°C
• Melting Point: 179-181 °C
• Boiling Point: 360.4 °C at 760 mmHg
• Flash Point: 171.8 °C
• PSA: 72.55000
• LogP: 1.55170
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Sparingly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of H-D-SER-OBZL HCL

There total 3 articles about H-D-SER-OBZL HCL 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:

3,6-bis(2,5,8,11,14,17,20,23-octaoxahexacosan-26-ylamino)-N₂,N₅-bis[(1R)-1-(benzyloxy)-3-hydroxy-1-oxopropan-2-yl]pyrazine-2,5-dicarboxamide

3,6-bis(2,5,8,11-tetraoxatetradecan-14-ylamino)-N₂,N₅-bis[(R)-1-(benzyloxy)-3-hydroxy-1-oxopropan-2-yl]pyrazine-2,5-dicarboxamide

(R)-benzyl 2-(diethylamino)-3-hydroxypropanoate trifluoroacetic acid salt

benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate

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.