methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside
• CAS No.: 81555-76-2
• Molecular Formula: C₂₈H₃₆O₁₃
• Molecular Weight: 580.586
• Mol file: 81555-76-2.mol

Synonyms:methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside

Chemical Property of methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside

There total 2 articles about methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-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: 82.0%

methyl 2-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside (82228-09-9) + 2,3,4-tri-O-acetyl-α-D-lyxopyranosyl bromide (4099-16-5) → methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside (81555-76-2)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In acetonitrile; for 1.5h; Ambient temperature;

DOI:10.1021/jo00135a004

Reference yield:

3,4-di-O-acetyl-β-D-lyxopyranose 1,2-(methyl orthoacetate) (4258-16-6) → methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-α-D-mannopyranoside (81555-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl bromide / CH₂Cl₂ / 2 h / Heating

2: 82 percent / mercuric bromide, mercuric cyanide, molecular sieves 4A / acetonitrile / 1.5 h / Ambient temperature

With trimethylsilyl bromide; 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; acetonitrile;

DOI:10.1021/jo00135a004

upstream raw materials:

methyl 2-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside

2,3,4-tri-O-acetyl-α-D-lyxopyranosyl bromide

3,4-di-O-acetyl-β-D-lyxopyranose 1,2-(methyl orthoacetate)