Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate

Base Information

• Chemical Name: Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate
• CAS No.: 93856-93-0
• Molecular Formula: C12H16 N2 O6
• Molecular Weight: 284.269
• European Community (EC) Number: 299-127-4
• DSSTox Substance ID: DTXSID80917480
• Nikkaji Number: J320.577K
• Mol file: 93856-93-0.mol

Synonyms:93856-93-0;EINECS 299-127-4;Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate;DTXSID80917480;BTELZCMNUQBOJV-UHFFFAOYSA-N;NS00064700;Ethyl hydrogen [1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]carbonimidate;Ethyl[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-carbamate

Chemical Property of Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate

Chemical Property:

• Vapor Pressure: 6.14E-12mmHg at 25°C
• Boiling Point: 527.1°Cat760mmHg
• Flash Point: 272.6°C
• PSA: 128.10000
• Density: 1.363g/cm³
• LogP: 1.46280
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 284.10083623
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC(CO)C(C1=CC=C(C=C1)[N+](=O)[O-])O

Technology Process of Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate

There total 2 articles about Ethyl (2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-carbamate 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: 87.0%

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) + chloroformic acid ethyl ester (541-41-3) → [(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethy]carbamic acid ethyl ester (93856-93-0)

Guidance literature:

With sodium carbonate; In dichloromethane; cooling;

DOI:10.1007/s10593-007-0201-z

Reference yield:

chloramphenicol (56-75-7,85666-84-8) → [(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethy]carbamic acid ethyl ester (93856-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous hydrochloric acid

2: aqueous sodium hydrogencarbonate

With hydrogenchloride; sodium hydrogencarbonate;

DOI:10.1021/ja01175a065

Reference yield: 44.0%

[(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethy]carbamic acid ethyl ester (93856-93-0) → 4R-(1R-hydroxy-(4-nitrophenyl)-methyl)-1,3-oxazolidin-2-one (850928-95-9) + (4R,5R)-5-(4-nitrophenyl)-4-hydroxymethyl-1,3-oxazolidin-2-one (294637-52-8)

Guidance literature:

With sodium carbonate; In methanol; water; for 54h;

DOI:10.1007/s10593-007-0201-z

upstream raw materials:

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol

chloroformic acid ethyl ester

chloramphenicol

Downstream raw materials:

4R-(1R-hydroxy-(4-nitrophenyl)-methyl)-1,3-oxazolidin-2-one

(4R,5R)-5-(4-nitrophenyl)-4-hydroxymethyl-1,3-oxazolidin-2-one