N-Benzyl-L-serinamide

Base Information

• Chemical Name: N-Benzyl-L-serinamide
• CAS No.: 175481-31-9
• Molecular Formula: C10H14N2O2
• Molecular Weight: 194.233
• ChEMBL ID: CHEMBL2147168
• DSSTox Substance ID: DTXSID50472819
• Nikkaji Number: J913.575H
• Wikidata: Q82301981
• Mol file: 175481-31-9.mol

Synonyms:N-Benzyl-L-serinamide;175481-31-9;SCHEMBL5653978;CHEMBL2147168;DTXSID50472819;WYCNJBXJCACFCM-VIFPVBQESA-N

Chemical Property of N-Benzyl-L-serinamide

Chemical Property:

• Boiling Point: 485.6±45.0 °C(Predicted)
• PSA: 78.84000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 1.16300
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Benzyl-L-serinamide

There total 5 articles about N-Benzyl-L-serinamide 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%

(S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide (180060-98-4) → N-Benzyl-L-serinamide (175481-31-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; Inert atmosphere;

DOI:10.1021/jo9016138

Reference yield: 34.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + benzylamine (100-46-9) → N-Benzyl-L-serinamide (175481-31-9)

Guidance literature:

In methanol; for 18h; Heating;

DOI:10.1021/jm9508705

Reference yield: 23.0%

L-serin (56-45-1,83245-15-2) + benzylamine (100-46-9) → N-Benzyl-L-serinamide (175481-31-9)

Guidance literature:

With tris(2,2,2-trifluoroethyl) borate; for 24h; chemoselective reaction; Reflux; Dean-Stark; Green chemistry;

DOI:10.1002/chem.201800372

upstream raw materials:

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

benzylamine

tert-butyl (S)-(1-(benzylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate

(S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide

Downstream raw materials:

(S)-N-Benzyl-2-acetamidohydracrylamide

(2S)-2-(acetylamino)-N-benzyl-3-methoxypropanamide

N-benzyl-1-H-L-aziridine-2-carboxamide