benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

Base Information

• Chemical Name: benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside
• CAS No.: 86964-40-1
• Molecular Formula: C₃₀H₃₆F₃NO₈
• Molecular Weight: 595.613
• Mol file: 86964-40-1.mol

Synonyms:benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

Chemical Property of benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

There total 5 articles about benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 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: 86.0%

benzyl 2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside (81703-97-1) + 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol (106988-71-0,131896-91-8) → benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside (86964-40-1)

Guidance literature:

With 4 A molecular sieve; trimsyl triflate; triethylamine; In dichloromethane; at -60 ℃;

DOI:10.1016/0008-6215(90)80090-P

Reference yield:

methyl 2,3,6-trideoxy-3-(trifluoroacetamido)-β-L-lyxo-hexopyranoside (73366-86-6) → benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside (86964-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / p-Me-C₆H₄-SO₃H / hexane / Heating

2: 1.) bromotrimethylsilane, 2.) HgBr₂, HgO / 1.) benzene, r.t., 2.) CH₂Cl₂, 15 min 0 deg C then 1 h r.t.

With trimethylsilyl bromide; toluene-4-sulfonic acid; mercury dibromide; mercury(II) oxide; In hexane;

DOI:10.1039/c39830000305

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside (86964-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / p-Me-C₆H₄-SO₃H / hexane / Heating

2: 1.) bromotrimethylsilane, 2.) HgBr₂, HgO / 1.) benzene, r.t., 2.) CH₂Cl₂, 15 min 0 deg C then 1 h r.t.

With trimethylsilyl bromide; toluene-4-sulfonic acid; mercury dibromide; mercury(II) oxide; In hexane;

DOI:10.1039/c39830000305

upstream raw materials:

benzyl 2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol

methyl 3-O-benzyl-4-O-acetyl-2-deoxy-β-L-fucoside

methyl 2,3,6-trideoxy-3-(trifluoroacetamido)-β-L-lyxo-hexopyranoside

Downstream raw materials:

benzyl 4-O-(3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside

benzyl 4)-O-(3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-(1->4)-(2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside)>

benzyl 4)-O-(3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-(1->4)-(2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside)>