Benzyl 3-cyano-2-phenylmethoxycarbonylamino-propanoate

Base Information

• Chemical Name: Benzyl 3-cyano-2-phenylmethoxycarbonylamino-propanoate
• CAS No.: 82215-18-7
• Molecular Formula: C19H18N2O4
• Molecular Weight: 338.363
• NSC Number: 173725
• DSSTox Substance ID: DTXSID60306035

Synonyms:82215-18-7;BENZYL 3-CYANO-2-PHENYLMETHOXYCARBONYLAMINO-PROPANOATE;NSC173725;DTXSID60306035;NSC-173725

Chemical Property of Benzyl 3-cyano-2-phenylmethoxycarbonylamino-propanoate

Chemical Property:

• Vapor Pressure: 1.28E-12mmHg at 25°C
• Boiling Point: 561.1°Cat760mmHg
• Flash Point: 293.1°C
• Density: 1.23g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 338.12665706
• Heavy Atom Count: 25
• Complexity: 473

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CC#N)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-cyano-2-phenylmethoxycarbonylamino-propanoate

There total 6 articles about Benzyl 3-cyano-2-phenylmethoxycarbonylamino-propanoate 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: 95.0%

N-benzyloxycarbonyl-L-asparagine (2304-96-3) + benzyl alcohol (100-51-6,185532-71-2) → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-cyanopropanoate (82215-18-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0035-1560489

Reference yield:

N-benzoyl-2',3'-di-O-benzoyladenosine (14985-43-4) + C19H19N2O5POC7H7Cl → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-cyanopropanoate (82215-18-7) + C57H50N7O13P (442675-41-4) + C69H55N10O15P

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -30 - 20 ℃; for 4h;

DOI:10.1021/jo025510l

Reference yield:

benzyl Nα-benzyloxycarbonyl-L-asparaginate (4668-39-7) → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-cyanopropanoate (82215-18-7)

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine;

DOI:10.1016/S0040-4039(00)86771-4

upstream raw materials:

benzyl N^α-benzyloxycarbonyl-L-asparaginate

Cbz-thioasparaginyl benzyl ester

N-benzoyl-2',3'-di-O-benzoyladenosine

N-benzyloxycarbonyl-L-asparagine

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