Ethyl N-Z-oxamidate

Base Information

• Chemical Name: Ethyl N-Z-oxamidate
• CAS No.: 236101-09-0
• Molecular Formula: C12H13 N O5
• Molecular Weight: 251.24
• European Community (EC) Number: 621-283-2
• DSSTox Substance ID: DTXSID10390964
• Nikkaji Number: J1.141.086C
• Mol file: 236101-09-0.mol

Synonyms:Ethyl N-Z-oxamidate;ethyl 2-oxo-2-(phenylmethoxycarbonylamino)acetate;236101-09-0;DTXSID10390964;AKOS015967448;ethyl 2-(benzyloxycarbonyl)-2-oxoacetate;N-(Benzyloxycarbonyl)oxamidic acid ethyl ester

Chemical Property of Ethyl N-Z-oxamidate

Chemical Property:

• Refractive Index: n20/D 1.522
• PSA: 81.70000
• Density: 1.238 g/mL at 20 °C(lit.)
• LogP: 1.39340
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 251.07937252
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

95% ^*data from raw suppliers

ETHYL 2-(BENZYLOXYCARBONYL)-2-OXOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)NC(=O)OCC1=CC=CC=C1

Technology Process of Ethyl N-Z-oxamidate

There total 1 articles about Ethyl N-Z-oxamidate 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: 100.0%

ethoxycarbonylcarbonyl isocyanate (66913-88-0) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyloxycarbonyl ethyl oxamate (236101-09-0)

Guidance literature:

In toluene; at 40 ℃; for 0.25h;

DOI:10.1080/00397919908086430

Reference yield: 73.0%

1-bromo-octane (111-83-1) + N-benzyloxycarbonyl ethyl oxamate (236101-09-0) → N-benzyloxycarbonyl N-octyl ethyl oxamate

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.1080/00397919908086430

Reference yield: 40.0%

(2-(bromomethyl)benzyl)triphenyl-1-phosphonium bromide (67219-44-7) + N-benzyloxycarbonyl ethyl oxamate (236101-09-0) → 1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester 3-ethyl ester

Guidance literature:

With potassium carbonate; In 1,2-dimethoxyethane; at 85 ℃; for 8h;

DOI:10.1021/jo9917994

upstream raw materials:

ethoxycarbonylcarbonyl isocyanate

benzyl alcohol

Refernces

• 1、 Berree, Fabienne,Bazureau, Jean-Pierre,Michelot, Gwendal,Le Corre, Maurice. "N-Boc and N-Cbz ethyl oxamates: New Gabriel reagents". . p. 2685 - 2693. Retrieved 2007/10/03.