2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane

Base Information

• Chemical Name: 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane
• CAS No.: 186090-95-9
• Molecular Formula: C₄₀H₃₈N₂O₁₁S
• Molecular Weight: 754.815
• Mol file: 186090-95-9.mol

Synonyms:2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane

Chemical Property of 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane

There total 2 articles about 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane 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: 92.0%

dimethylsulfide (75-18-3) + 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-butanol → 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane (186090-95-9)

Guidance literature:

With dibenzoyl peroxide; In acetonitrile; at 0 ℃; for 3h;

DOI:10.1016/S0008-6215(96)00207-8

Reference yield:

2-azi-4-benzyloxy-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)butane (186090-93-7) → 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane (186090-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / NaI, ClSiMe₃ / acetonitrile / 4 h / Ambient temperature

2: 92 percent / benzoyl peroxide / acetonitrile / 3 h / 0 °C

With chloro-trimethyl-silane; sodium iodide; dibenzoyl peroxide; In acetonitrile;

DOI:10.1016/S0008-6215(96)00207-8

Reference yield:

2-(hydroxymethyl)-2-(((4-methoxybenzyl)oxy)methyl)propane-1,3-diol (186090-81-3) + 2-azi-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-5-oxa-7-thiaoctane (186090-95-9) → p-methoxybenzyl 2,2,2-tris[7-azi-8-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-2,4-dioxaoctyl]ethyl ether

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; tetrabutylammonium trifluoromethylsulfonate; Yield given. Multistep reaction; 1.) THF, DCE, rt, 1 h, 2.) THF, DCE, 0 deg C, 45 min;

DOI:10.1016/S0008-6215(96)00207-8

upstream raw materials:

dimethylsulfide

2-azi-4-benzyloxy-1-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)butane