ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
• CAS No.: 454664-78-9
• Molecular Formula: C₂₂H₂₆O₅S
• Molecular Weight: 402.511
• Mol file: 454664-78-9.mol

Synonyms:ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

There total 10 articles about ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside 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: 93.0%

ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-picoloyl-1-thio-α-D-mannopyranoside (1541195-05-4) → ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (454664-78-9)

Guidance literature:

With copper diacetate; In methanol; dichloromethane; at 20 ℃; for 0.166667h; Reagent/catalyst; chemoselective reaction; Inert atmosphere;

DOI:10.1039/d0ob00803f

Reference yield: 80.0%

ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside (218937-72-5) → ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (454664-78-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 0 ℃; for 2h;

DOI:10.1081/CAR-120003743

Reference yield: 71.0%

benzyl bromide (100-39-0) + S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142924-31-0) → ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (454664-78-9)

Guidance literature:

With sodium hydroxide; n-BuNHSO₄; In dichloromethane; for 18h; Heating;

DOI:10.1081/CAR-120003743

upstream raw materials:

benzyl bromide

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

2-(trimethylsilyl)ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

tert-butyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-[2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-β-D-glucopyranosid]uronate

tert-butyl 2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-[2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-β-D-glucopyranosid]uronate

2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranosyl trichloroacetimidate