allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

Base Information

• Chemical Name: allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside
• CAS No.: 869201-28-5
• Molecular Formula: C₂₆H₃₀Cl₃NO₇
• Molecular Weight: 574.886
• Mol file: 869201-28-5.mol

Synonyms:allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

Chemical Property of allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside

There total 1 articles about allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside 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: 91.0%

allyl 3-O-benzyl-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (287922-84-3) → allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside (869201-28-5)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

DOI:10.1055/s-2006-958410

Reference yield: 100.0%

allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside (869201-28-5) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → allyl 3,6-di-O-benzyl-4-O-9-fluorenylmethyloxycarbonyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (1186302-38-4)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/asia.200800411

Reference yield: 79.0%

allyl 3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranoside (869201-28-5) + 3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-α-D-mannopyranosyl phenyltrifluoroacetimidate → allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (1179813-95-6)

Guidance literature:

With trimethylsilyl tetrakis(pentafluorophenyl)borate; In diethyl ether; dichloromethane; at -78 ℃; for 0.25h; stereoselective reaction; Molecular sieve;

DOI:10.1002/asia.200800411

upstream raw materials:

allyl 3-O-benzyl-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Downstream raw materials:

allyl 4-O-[3-O-(4-azido-3-chlorobenzyl)-4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranosyl]-3,6-di-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

allyl 3,6-di-O-benzyl-4-O-9-fluorenylmethyloxycarbonyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

allyl-3,6-di-O-benzyl-4-O-(dibenzyloxyphosphoryl)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

C₄₉H₅₂Cl₆N₂O₁₃