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

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate
• CAS No.: 838888-66-7
• Molecular Formula: C₃₇H₃₆Cl₃NO₈
• Molecular Weight: 729.054
• Mol file: 838888-66-7.mol

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

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

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 N-trichloroacetylcarbamate

There total 1 articles about 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate 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%

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) + Trichloroacetyl isocyanate (3019-71-4) → 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl N-trichloroacetylcarbamate + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate (838888-66-7)

Guidance literature:

In dichloromethane; at 0 - 26 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.11.027

Reference yield: 99.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate (838888-66-7) → methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-α-D-glucopyranoside (61474-61-1)

Guidance literature:

With trimethylsilyl perchlorate; In diethyl ether; at 0 ℃; for 4h;

DOI:10.1016/j.tetlet.2005.11.027

Reference yield: 93.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate (838888-66-7) → methyl O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (84799-76-8)

Guidance literature:

With trimethylsilyl perchlorate; In diethyl ether; at 0 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.11.027

upstream raw materials:

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

Trichloroacetyl isocyanate

Downstream raw materials:

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

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

cholesteryl α- and β-2,3,4,6-tetra-O-benzyl-D-glucosides

(S)-2-Benzyloxycarbonylamino-3-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester