3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate
• CAS No.: 1563178-02-8
• Molecular Formula: C₄₀H₃₉NO₅S₂
• Molecular Weight: 677.885
• Mol file: 1563178-02-8.mol

Synonyms:

Chemical Property of 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate

There total 1 articles about 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate 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:

carbon disulfide (75-15-0,12122-00-8) + lithium diphenylamide (5856-89-3) + glucal epoxide (1011723-04-8) → 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate (1563178-02-8)

Guidance literature:

carbon disulfide; lithium diphenylamide; In methanol; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

glucal epoxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 2.5h; Solvent; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo500032k

Reference yield:

4,6-O-benzylidene-D-glucal (63598-36-7,167074-37-5) + 3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate (1563178-02-8) → 3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-D-glucal (1380673-17-5) + O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1<*>3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol (135192-34-6)

Guidance literature:

3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate; In dichloromethane; 1,2-dichloro-ethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

4,6-O-benzylidene-D-glucal; With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; 1,2-dichloro-ethane; at -50 - -30 ℃; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo500032k

Reference yield:

3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate (1563178-02-8) + benzyl bromide (100-39-0) → C47H45NO5S2 + C47H45NO5S2

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1021/jo500032k

upstream raw materials:

carbon disulfide

lithium diphenylamide

glucal epoxide

Downstream raw materials:

3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-D-glucal

O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1<*>3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl 1-diphenyldithiocarbamate