1-(2-Chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea

Base Information

• Chemical Name: 1-(2-Chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
• CAS No.: 68742-89-2
• Molecular Formula: C9H17ClN2O6
• Molecular Weight: 284.6941
• European Community (EC) Number: 684-774-0
• NSC Number: 175379,246417,220283
• DSSTox Substance ID: DTXSID40306311
• Mol file: 68742-89-2.mol

Synonyms:1-(2-chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea;68742-89-2;NSC246417;DTXSID40306311;NSC175379;NSC220283;AKOS024331772;NSC-175379;NSC-220283;NSC-246417;1-(2-CL-ETHYL)-3-(2,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-3-YL)-UREA

Chemical Property of 1-(2-Chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea

Chemical Property:

• Vapor Pressure: 1.35E-19mmHg at 25°C
• Boiling Point: 649.1°Cat760mmHg
• Flash Point: 346.4°C
• Density: 1.56g/cm³
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 284.0775140
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)NC(=O)NC1C(C(C(OC1O)CO)O)O

Technology Process of 1-(2-Chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea

There total 5 articles about 1-(2-Chloroethyl)-3-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea 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: 75.0%

2-chloroethyl isothiocyanate (1943-83-5) + 2-deoxy-2-amino glucose (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) → 2-<3-(2-Chlor-ethyl)-ureido>-2-deoxy-D-glucopyranose (68742-89-2)

Guidance literature:

With sodium hydroxide; In diethyl ether; chloroform; at 0 ℃; for 3h;

DOI:10.1002/jps.2600800717

Reference yield:

2-deoxy-D-glucos-2-yl isocyanate (79664-85-0) + chloroethylamine (689-98-5) → 2-<3-(2-Chlor-ethyl)-ureido>-2-deoxy-D-glucopyranose (68742-89-2)

Guidance literature:

In diethyl ether; Ambient temperature;

DOI:10.1021/jo00339a010

Reference yield:

→ 2-<3-(2-Chlor-ethyl)-ureido>-2-deoxy-D-glucopyranose (68742-89-2)

Guidance literature:

Aus β-D-Glucosamin in W. mit 2-Chloroethyl-isocyanat (5grad);

DOI:10.1021/jm00235a023

upstream raw materials:

2-chloroethyl isothiocyanate

2-deoxy-2-amino glucose

2-deoxy-D-glucos-2-yl isocyanate

chloroethylamine

Downstream raw materials:

N₁-(2-chloroethyl)-N₃-glucosamino-N₁-nitrosourea