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

Base Information

• Chemical Name: ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
• CAS No.: 173935-67-6
• Molecular Formula: C₂₂H₂₆O₅S
• Molecular Weight: 402.511
• Mol file: 173935-67-6.mol

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

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

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about ethyl 3-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: 84.0%

benzaldehyde dimethyl acetal (1125-88-8) + ethyl 3-O-benzyl-1-thio-α-D-mannopyranoside → ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (173935-67-6)

Guidance literature:

With CSA; In acetonitrile; at 20 ℃;

DOI:10.1007/s11172-015-1251-5

Reference yield: 81.0%

benzyl bromide (100-39-0) + S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142924-31-0) → ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (173935-67-6)

Guidance literature:

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With di(n-butyl)tin oxide; In benzene; for 6h; Heating;

benzyl bromide; With tetrabutylammomium bromide; In benzene; at 65 ℃;

DOI:10.1016/S0008-6215(00)00011-2

Reference yield: 20.0%

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) + ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (173935-67-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 58h; Heating;

upstream raw materials:

benzyl bromide

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

ethyl 1-thio-α-D-mannopyranoside

benzaldehyde

Downstream raw materials:

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

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

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

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