O-Benzyl-(D)-serine benzyl ester

Base Information

• Chemical Name: O-Benzyl-(D)-serine benzyl ester
• CAS No.: 21948-10-7
• Molecular Formula: C₁₇H₁₉NO₃*ClH
• Molecular Weight: 321.804
• DSSTox Substance ID: DTXSID50944541
• Wikidata: Q82921775
• Mol file: 21948-10-7.mol

Synonyms:O-Benzyl-(D)-serine benzyl ester;1279200-11-1;H-D-Ser(Bzl)-Obzl;benzyl (2R)-2-amino-3-phenylmethoxypropanoate;Benzyl O-benzylserinate;Benzyl o-benzyl-D-serinate;DTXSID50944541;WAA94810;MFCD03419260;AKOS015891250;AS-38469;CS-0200094;A927009;BENZYL (2R)-2-AMINO-3-(BENZYLOXY)PROPANOATE

Chemical Property of O-Benzyl-(D)-serine benzyl ester

Chemical Property:

• Vapor Pressure: 7.06E-08mmHg at 25°C
• Boiling Point: 438.2°C at 760 mmHg
• Flash Point: 181.5°C
• PSA: 61.55000
• Density: 1.158g/cm³
• LogP: 2.97420
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

O-Benzyl-dl-serine benzyl ester hydrochloride Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(C(=O)OCC2=CC=CC=C2)N
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@H](C(=O)OCC2=CC=CC=C2)N

Technology Process of O-Benzyl-(D)-serine benzyl ester

There total 3 articles about O-Benzyl-(D)-serine benzyl ester 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:

benzyl alcohol (100-51-6,185532-71-2) → O-benzyl-DL-serine-benzyl ester hydrochloride (21948-10-7,1279028-21-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / Na / 5 degC, 1h then r.t., 2 h

2: 86 percent / HCl / diethyl ether / 1 h / Ambient temperature

3: 92 percent / sodium azide / Aliquat 336 / H₂O / 9 h / 60 °C

4: 48 percent / H₂, HCl / Re₂S₇ / ethanol / 20 h / 25 °C / 15001.2 Torr

With hydrogenchloride; sodium azide; hydrogen; sodium; rhenium heptasulfide; Aliquat 336; In diethyl ether; ethanol; water;

DOI:10.1016/S0040-4020(01)86062-2

Reference yield:

benzyl 3-benzyloxy-2-chloropropanimidate (86522-28-3) → O-benzyl-DL-serine-benzyl ester hydrochloride (21948-10-7,1279028-21-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / HCl / diethyl ether / 1 h / Ambient temperature

2: 92 percent / sodium azide / Aliquat 336 / H₂O / 9 h / 60 °C

3: 48 percent / H₂, HCl / Re₂S₇ / ethanol / 20 h / 25 °C / 15001.2 Torr

With hydrogenchloride; sodium azide; hydrogen; rhenium heptasulfide; Aliquat 336; In diethyl ether; ethanol; water;

DOI:10.1016/S0040-4020(01)86062-2

Reference yield:

benzyl 3-benzyloxy-2-chloropropanoate (86522-27-2) → O-benzyl-DL-serine-benzyl ester hydrochloride (21948-10-7,1279028-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / sodium azide / Aliquat 336 / H₂O / 9 h / 60 °C

2: 48 percent / H₂, HCl / Re₂S₇ / ethanol / 20 h / 25 °C / 15001.2 Torr

With hydrogenchloride; sodium azide; hydrogen; rhenium heptasulfide; Aliquat 336; In ethanol; water;

DOI:10.1016/S0040-4020(01)86062-2

upstream raw materials:

benzyl 3-benzyloxy-2-chloropropanimidate

benzyl 3-benzyloxy-2-chloropropanoate

benzyl alcohol

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