methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 182276-77-3
• Molecular Formula: C₆₁H₅₈O₁₈
• Molecular Weight: 1079.12
• Mol file: 182276-77-3.mol

Synonyms:

Chemical Property of methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 11 articles about methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 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:

(diethoxymethyl)benzene (774-48-1) → methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (182276-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 mg / TsOH*H₂O / acetonitrile / 3 h / 20 °C

2: 54 percent / triethylamine / 2 h

3: 1.) Hg(CN)2, HgBr₂, molecular sieves 4A / 1.) acetonitrile, 20 deg C, 45 min, 2.) acetonitrile, 5 h

With 4 A molecular sieve; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; mercury dibromide; In acetonitrile;

DOI:10.1016/0008-6215(96)00103-6

Reference yield:

methyl 4,6-O-benzylidene-2-deoxy-β-D-arabino-hexopyranoside (52612-68-7) → methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (182276-77-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Hg(CN)2, HgBr₂, molecular sieves 4A / 1.) acetonitrile, 20 deg C, 45 min, 2.) acetonitrile, 5 h

2: CH₃ONa / methanol / 0.25 h / Ambient temperature

3: 62 mg / TsOH*H₂O / acetonitrile / 3 h / 20 °C

4: 54 percent / triethylamine / 2 h

5: 1.) Hg(CN)2, HgBr₂, molecular sieves 4A / 1.) acetonitrile, 20 deg C, 45 min, 2.) acetonitrile, 5 h

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

DOI:10.1016/0008-6215(96)00103-6

Reference yield:

D-galactose pentaacetate (25878-60-8) → methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (182276-77-3)

Guidance literature:

Multi-step reaction with 6 steps

2: 1.) Hg(CN)2, HgBr₂, molecular sieves 4A / 1.) acetonitrile, 20 deg C, 45 min, 2.) acetonitrile, 5 h

3: CH₃ONa / methanol / 0.25 h / Ambient temperature

4: 62 mg / TsOH*H₂O / acetonitrile / 3 h / 20 °C

5: 54 percent / triethylamine / 2 h

6: 1.) Hg(CN)2, HgBr₂, molecular sieves 4A / 1.) acetonitrile, 20 deg C, 45 min, 2.) acetonitrile, 5 h

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

DOI:10.1016/0008-6215(96)00103-6

upstream raw materials:

benzoyl cyanide

methyl 4,6-O-benzylidene-2-deoxy-β-D-arabino-hexopyranoside

(diethoxymethyl)benzene

D-galactose pentaacetate