methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside

Base Information

• Chemical Name: methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside
• CAS No.: 362681-77-4
• Molecular Formula: C₆₀H₆₀O₁₈
• Molecular Weight: 1069.13
• Mol file: 362681-77-4.mol

Synonyms:

Chemical Property of methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside

There total 8 articles about methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside 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:

C67H64O18 → methyl O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside (362681-74-1) + methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside (362681-77-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 20 ℃; for 0.5h;

DOI:10.1560/LXUM-GKYP-R6RF-08TF

Reference yield:

benzoyl cyanide (613-90-1) → methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside (362681-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / acetonitrile / 3 h

2.1: Hg(CN)2; HgBr₂; molecular sieves 4A / acetonitrile

2.2: acetonitrile

3.1: 23.5 mg / aq. TFA / CHCl₃ / 0.5 h / 20 °C

With 4 A molecular sieve; mercury(II) cyanide; triethylamine; trifluoroacetic acid; mercury dibromide; In chloroform; acetonitrile;

DOI:10.1560/LXUM-GKYP-R6RF-08TF

Reference yield:

Methyl 2,3-di-O-benzyl-β-D-xylopyranoside (80973-59-7) → methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzyl-β-D-xylopyranoside (362681-77-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 42 percent / molecular sieves 4A; trimethylsilyl triflate / CH₂Cl₂

2.1: MeONa; MeOH

3.1: TsOH*H₂O / acetonitrile

4.1: Et₃N / acetonitrile / 3 h

5.1: Hg(CN)2; HgBr₂; molecular sieves 4A / acetonitrile

5.2: acetonitrile

6.1: 23.5 mg / aq. TFA / CHCl₃ / 0.5 h / 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; mercury dibromide; In dichloromethane; chloroform; acetonitrile;

DOI:10.1560/LXUM-GKYP-R6RF-08TF

upstream raw materials:

benzoyl cyanide

Methyl 2,3-di-O-benzyl-β-D-xylopyranoside

methyl 2,3-di-O-benzyl-4-O-trityl-β-D-xylopyranoside

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester