Benzyl 2-isocyanatoacetate

Base Information

• Chemical Name: Benzyl 2-isocyanatoacetate
• CAS No.: 76692-58-5
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• DSSTox Substance ID: DTXSID70548964
• Mol file: 76692-58-5.mol

Synonyms:benzyl 2-isocyanatoacetate;76692-58-5;Acetic acid, isocyanato-, phenylmethyl ester;SCHEMBL3788253;DTXSID70548964;Benzyl N-(oxomethylidene)glycinate;MFCD24450467;SY249695

Chemical Property of Benzyl 2-isocyanatoacetate

Chemical Property:

• PSA: 55.73000
• LogP: 1.06560
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

Benzyl2-isocyanatoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CN=C=O

Technology Process of Benzyl 2-isocyanatoacetate

There total 5 articles about Benzyl 2-isocyanatoacetate 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:

bis(trichloromethyl) carbonate (32315-10-9) + benzyl 2-aminoacetate hydrochloride (2462-31-9) → isocyanatoacetic acid,diphenylmethyl ester (76692-58-5)

Guidance literature:

benzyl 2-aminoacetate hydrochloride; With sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 0.166667h;

bis(trichloromethyl) carbonate; In dichloromethane; water; at 0 ℃; for 0.333333h;

DOI:10.3390/molecules191219718

Reference yield:

benzyl bromide (100-39-0) → isocyanatoacetic acid,diphenylmethyl ester (76692-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide

2: Et₃N

With triethylamine; In N,N-dimethyl-formamide;

Reference yield:

di-tert-butyl tricarbonate (24424-95-1) + Gly-OBz (1738-68-7) → isocyanatoacetic acid,diphenylmethyl ester (76692-58-5)

Guidance literature:

In dichloromethane; for 0.5h;

DOI:10.1039/b413724h

upstream raw materials:

phosgene

[N-formyl(O-benzyl)]glycinate

di-tert-butyl tricarbonate

Gly-OBz

Downstream raw materials:

Benzyl-β,β-diaethyl-α-formylaminoacetat

5-((S)-2-Benzyloxycarbonyl-azetidin-1-ylmethyl)-oxazole-4-carboxylic acid benzyl ester

N'-(6-(benzyloxycarbonylmethyl-1,3-ureido)hexyl)-N-tert-Boc-L-phenylalaninamide

benzyl-3-hydroxy-ureido-acetate