2-((3-Chloroethyl)-3-nitrosoureido)glucopyranose

Base Information

• Chemical Name: 2-((3-Chloroethyl)-3-nitrosoureido)glucopyranose
• CAS No.: 70866-07-8
• Molecular Formula: C₉H₁₆ClN₃O₇
• Molecular Weight: 313.695
• ChEMBL ID: CHEMBL2094020
• Mol file: 70866-07-8.mol

Synonyms:2-((3-chloroethyl)-3-nitrosoureido)glucopyranose;CHLZ

Chemical Property of 2-((3-Chloroethyl)-3-nitrosoureido)glucopyranose

Chemical Property:

• PKA: 8.92±0.70(Predicted)
• PSA: 155.41000
• Density: 1.85±0.1 g/cm3(Predicted)
• LogP: -2.07750
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 313.0676776
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)N(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O
• Isomeric SMILES: C(CCl)N(C(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)CO)O)O)N=O

Technology Process of 2-((3-Chloroethyl)-3-nitrosoureido)glucopyranose

There total 10 articles about 2-((3-Chloroethyl)-3-nitrosoureido)glucopyranose 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: 85.0%

(+)-D-glucosamine hydrochloride (1078691-95-8) + N-(chloro-2-ethyl)-N-nitrosocarbamate du trichloro-2,4,5 thiophenol (96408-95-6) → N1-(2-chloroethyl)-N3-glucosamino-N1-nitrosourea (70866-07-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

Reference yield: 80.0%

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) + N-(chloro-2 ethyl)N-nitrosocarbamate de trichloro-2,4,5 phenyle (80354-51-4) → N1-(2-chloroethyl)-N3-glucosamino-N1-nitrosourea (70866-07-8)

Guidance literature:

With pyridine; at 0 ℃; for 12h;

DOI:10.1021/jm00344a017

Reference yield: 80.0%

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) + N-(2-chloroethyl)-N-nitrosocarbamic acid pentachlorophenyl ester (80354-53-6) → N1-(2-chloroethyl)-N3-glucosamino-N1-nitrosourea (70866-07-8)

Guidance literature:

With pyridine; at 0 ℃; for 12h;

DOI:10.1021/jm00344a017

upstream raw materials:

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

2-deoxy-2-amino glucose

p-nitrophenyl N-(2-chloroethyl)-N-nitroso-carbamate

N-(chloro-2 ethyl)N-nitrosocarbamate de trichloro-2,4,5 phenyle

Downstream raw materials:

tetrahydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[2,1-d]-1,3-oxazol-2-one

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