Carbonisocyanatidic acid, phenylmethyl ester

Base Information

• Chemical Name: Carbonisocyanatidic acid, phenylmethyl ester
• CAS No.: 69032-16-2
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• European Community (EC) Number: 633-275-6
• DSSTox Substance ID: DTXSID30471643
• Nikkaji Number: J1.690.673E
• Mol file: 69032-16-2.mol

Synonyms:69032-16-2;Carbonisocyanatidic acid, phenylmethyl ester;SCHEMBL1162336;DTXSID30471643

Chemical Property of Carbonisocyanatidic acid, phenylmethyl ester

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

99% ^*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)N=C=O

Technology Process of Carbonisocyanatidic acid, phenylmethyl ester

There total 3 articles about Carbonisocyanatidic acid, phenylmethyl 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: 53.0%

oxalyl dichloride (79-37-8) + O-benzyl carbamate (621-84-1) → benzyloxycarbonyl isocyanate (69032-16-2) + N,N'-Bis(benzyloxycarbonyl)oxamide (69032-15-1)

Guidance literature:

In dichloromethane; Yields of byproduct given; 1.) 0 deg C, 1h, 2.) r.t., 4 h, 3.) reflux, 15 h;

DOI:10.1055/s-1988-27780

Reference yield: 50.0%

oxalyl dichloride (79-37-8) + O-benzyl carbamate (621-84-1) → benzyloxycarbonyl isocyanate (69032-16-2)

Guidance literature:

In dichloromethane; at 0 ℃; for 20h; Reflux; Inert atmosphere;

DOI:10.1021/ja407027e

Reference yield:

→ benzyloxycarbonyl isocyanate (69032-16-2)

Guidance literature:

upstream raw materials:

oxalyl dichloride

O-benzyl carbamate

Downstream raw materials:

N-Benzyloxycarbonyl-glycin-(4-nitro-benzylester)

benzyl 2,2,2-trichloroethylimidodicarbonate

C₁₈H₁₉NO₄

benzyl 2-chlorobenzyl imidodicarbonate

Refernces

• 1、 Smith, Helen K.,Beckett,Clements, John M.,Doel, Sheila,East, Stephen P.,Launchbury, Steven B.,Pratt, Lisa M.,Spavold, Zo? M.,Thomas, Wayne,Todd, Richard S.,Whittaker, Mark. "Structure-activity relationships of the peptide deformylase inhibitor BB-3497: Modification of the metal binding group". . p. 3595 - 3599. Retrieved 2007/10/03.