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

Base Information

• Chemical Name: ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside
• CAS No.: 808741-02-8
• Molecular Formula: C₃₀H₃₄O₆S
• Molecular Weight: 522.662
• Mol file: 808741-02-8.mol

Synonyms:ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside

There total 7 articles about ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-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: 94.0%

benzyl bromide (100-39-0) + ethyl 4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside (503830-08-8) → ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside (808741-02-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 3h;

DOI:10.1080/07328303.2015.1069829

Reference yield: 75.0%

p-methoxybenzyl chloride (824-94-2) + ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (173935-67-6) → ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside (808741-02-8)

Guidance literature:

ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ja047194t

Reference yield:

ethyl 1-thio-α-D-mannopyranoside (7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3) → ethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside (808741-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: formic acid

2.1: di(n-butyl)tin oxide / methanol / Reflux

2.2: 110 °C

3.1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide

With formic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1007/s11172-015-1251-5

upstream raw materials:

p-methoxybenzyl chloride

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

benzyl bromide

ethyl 4,6-O-benzylidene-2-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside

Downstream raw materials:

cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

cyclohexyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

cyclohexyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside