2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate
• CAS No.: 96863-21-7
• Molecular Formula: C₃₆H₄₁O₆PS
• Molecular Weight: 632.758
• Mol file: 96863-21-7.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate

There total 2 articles about 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate 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:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + dimethylphosphinothioic chloride (993-12-4) → 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate (96863-21-7)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) n-BuLi/hexane, THF, -30 deg C, 30 min 2.) 1 h, -30 deg C;

DOI:10.1246/cl.1985.297

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + dimethylphosphinothioic chloride (993-12-4) → 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate (96863-21-7) + 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl dimethylphosphinothioate

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, 66 deg C, 30 min, 2.) THF, hexane, 66 deg C, 1 h;

DOI:10.1246/bcsj.66.2617

Reference yield: 71.0%

Coprostanol (80-97-7,360-68-9,516-92-7,516-95-0,566-84-7,14615-12-4,16720-60-8,17608-41-2,18769-46-5,27409-41-2,56193-35-2,57759-49-6,73465-18-6,103365-91-9,105119-51-5) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate (96863-21-7) → 3-β-cholestanyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7) + 3-β-cholestanyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7)

Guidance literature:

With silver perchlorate; In benzene; for 24h; Ambient temperature; 4 A molecular sieves;

DOI:10.1246/cl.1985.297

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

dimethylphosphinothioic chloride

Downstream raw materials:

1-deoxy-1-(C-2',4',6'-trimethoxyphenyl) 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1-6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside