allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside

Base Information

• Chemical Name: allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside
• CAS No.: 282089-15-0
• Molecular Formula: C₂₉H₃₆O₆
• Molecular Weight: 480.601
• Mol file: 282089-15-0.mol

Synonyms:allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside

Chemical Property of allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside

There total 3 articles about allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside 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: 81.0%

benzyl bromide (100-39-0) + allyl 3,4-O-cyclohexylidene-α-D-galactopyranoside (282089-13-8) → allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside (282089-15-0)

Guidance literature:

With potassium hydroxide; tetraoctyl ammonium bromide; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/S0008-6215(00)00010-0

Reference yield:

cycloxexanone dimethyl ketal (933-40-4) → allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside (282089-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / cc. H₂SO₄ / dimethylformamide / 17 h / 20 °C

2: 81 percent / KOH; tetraoctylammonium bromide / CH₂Cl₂ / 72 h / 20 °C

With potassium hydroxide; sulfuric acid; tetraoctyl ammonium bromide; In dichloromethane; N,N-dimethyl-formamide; 1: transetherification / 2: benzylation;

DOI:10.1016/S0008-6215(00)00010-0

Reference yield:

(2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (48149-72-0,821794-45-0) → allyl 3,4-O-cyclohexylidene-2,6-di-O-benzyl-α-D-galactopyranoside (282089-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / cc. H₂SO₄ / dimethylformamide / 17 h / 20 °C

2: 81 percent / KOH; tetraoctylammonium bromide / CH₂Cl₂ / 72 h / 20 °C

With potassium hydroxide; sulfuric acid; tetraoctyl ammonium bromide; In dichloromethane; N,N-dimethyl-formamide; 1: transetherification / 2: benzylation;

DOI:10.1016/S0008-6215(00)00010-0

upstream raw materials:

benzyl bromide

allyl 3,4-O-cyclohexylidene-α-D-galactopyranoside

cycloxexanone dimethyl ketal

(2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

allyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-galactopyranoside

3-O-α-D-galactopyranosyl-α-D-galactopyranose

allyl 2,6-di-O-benzyl-α-D-galactopyranoside