benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside
• CAS No.: 113783-72-5
• Molecular Formula: C₉₅H₁₅₄N₂O₂₃
• Molecular Weight: 1692.27
• Mol file: 113783-72-5.mol

Synonyms:

Chemical Property of benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside

There total 2 articles about benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-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:

5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-tri-deoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester (113757-77-0) + benzyl 2-deoxy-2-<(R)-3-tetradecanoloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-β-D-glucopyranoside (106022-67-7) → benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside (113783-72-5,113783-73-6,118244-83-0,118246-60-9) + benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside (113783-72-5,113783-73-6,118244-83-0,118246-60-9)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, r.t., 1 h; 2.) r.t., 4 d;

DOI:10.1248/cpb.36.1772

Reference yield:

5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-tri-deoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester (113757-77-0) + benzyl 2-deoxy-2-<(R)-3-tetradecanoloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-β-D-glucopyranoside (106022-67-7) → benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside (113783-72-5,113783-73-6,118244-83-0,118246-60-9) + benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside (113783-72-5,113783-73-6,118244-83-0,118246-60-9)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, r.t., 1 h; 2.) r.t., 4 d;

DOI:10.1248/cpb.36.1772

Reference yield: 57.0%

benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside (113783-72-5,113783-73-6,118244-83-0,118246-60-9) + chlorophosphoric acid diphenyl ester (2524-64-3) → benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-4-O-diphenylphosphono-β-D-glucopyranoside (113783-74-7,118244-84-1)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1248/cpb.36.1772

upstream raw materials:

5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-tri-deoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

benzyl 2-deoxy-2-<(R)-3-tetradecanoloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-β-D-glucopyranoside

Downstream raw materials:

benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)-4-O-diphenylphosphono-β-D-glucopyranoside