Dimethyldithiocarbamoyl-beta-glucoside

Base Information

• Chemical Name: Dimethyldithiocarbamoyl-beta-glucoside
• CAS No.: 19200-26-1
• Molecular Formula: C9H17NO5S2
• Molecular Weight: 283.37
• DSSTox Substance ID: DTXSID50940841
• Nikkaji Number: J3.596.079A
• Wikidata: Q82917571

Synonyms:Dimethyldithiocarbamoyl-beta-glucoside;19200-26-1;DTXSID50940841;J3.596.079A;1-S-(Dimethylcarbamothioyl)-1-thiohexopyranose;Dimethyldithiocarbamic acid beta-D-glucopyranosyl ester;beta-D-Glucopyranose, 1-thio-, 1-(dimethyldithiocarbamodithioate)

Chemical Property of Dimethyldithiocarbamoyl-beta-glucoside

Chemical Property:

• Vapor Pressure: 1.2E-11mmHg at 25°C
• Boiling Point: 489.7°Cat760mmHg
• Flash Point: 250°C
• Density: 1.53g/cm³
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 283.05481499
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyldithiocarbamoyl-beta-glucoside

There total 2 articles about Dimethyldithiocarbamoyl-beta-glucoside 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: 80.0%

D-Glucose (2280-44-6) + sodium dimethyldithiocarbamate (128-04-1) → N,N-dimethyl β-D-glucopyranosyl dithiocarbamate (19200-26-1)

Guidance literature:

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

DOI:10.1016/j.carres.2020.108197

Reference yield:

→ N,N-dimethyl β-D-glucopyranosyl dithiocarbamate (19200-26-1)

Guidance literature:

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl-N,N-dimethyl-dithiocarbamat, Ammoniak/Methanol;

Reference yield: 80.0%

N,N-dimethyl β-D-glucopyranosyl dithiocarbamate (19200-26-1) + acetic anhydride (108-24-7) → 2,3,4,6-tetra-O-acetyl N,N-dimethyl S-β-glucopyranosyl dithiocarbamate (19200-24-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1039/d1ob00311a

upstream raw materials:

D-Glucose

sodium dimethyldithiocarbamate

Downstream raw materials:

1,5-anhydro-D-glucitol

2,3,4,6-tetra-O-acetyl N,N-dimethyl S-β-glucopyranosyl dithiocarbamate

α-1-deoxy-1-(C-1'-phenethyl)-2,3,4,6-tetra-O-acetyl-D-glucopyranose

(2R,3R,4R,5S,6R)-2-allyl-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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