S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate

Base Information

• Chemical Name: S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate
• CAS No.: 19200-30-7
• Molecular Formula: C₁₁H₂₁NO₅S₂
• Molecular Weight: 311.423
• DSSTox Substance ID: DTXSID60172757
• Nikkaji Number: J608.633K
• Wikidata: Q83042839
• Mol file: 19200-30-7.mol

Synonyms:CCRIS 7495;S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate;19200-30-7;DTXSID60172757;LS-188490;N,N-Diethyldithiocarbamic acid beta-D-glucopyranosyl ester

Chemical Property of S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate

Chemical Property:

• Vapor Pressure: 2.93E-12mmHg at 25°C
• Boiling Point: 503.8°C at 760 mmHg
• Flash Point: 258.5°C
• Density: 1.43g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 311.08611512
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=S)SC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCN(CC)C(=S)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate

There total 6 articles about S-(beta-D-Glucopyranosyl)-N,N-diethyldithiocarbamate 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: 72.0%

S-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl) N,N-diethyldithiocarbamate → S-(β-D-glucopyranosyl) N,N-diethyldithiocarbamate (19200-30-7)

Guidance literature:

With ammonium hydroxide; In methanol; at 25 ℃; for 1h;

DOI:10.1021/jm00045a021

Reference yield: 60.0%

D-Glucose (2280-44-6) + sodium N,N-diethyldithiocarbamate (148-18-5) → S-(β-D-glucopyranosyl) N,N-diethyldithiocarbamate (19200-30-7)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; acetonitrile; at -15 ℃; for 1h; stereoselective reaction;

DOI:10.1016/j.tetlet.2016.06.106

Reference yield:

D-Glucose (2280-44-6) + N,N-diethyldithiocarbamate triethylamine salt (2391-78-8) → S-(β-D-glucopyranosyl) N,N-diethyldithiocarbamate (19200-30-7)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; acetonitrile; at -15 ℃; for 0.5h; stereoselective reaction;

DOI:10.1016/j.tetlet.2016.06.106

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-Glucose

sodium N,N-diethyldithiocarbamate

N,N-diethyldithiocarbamate triethylamine salt