benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside
• CAS No.: 83050-13-9
• Molecular Formula: C₂₇H₃₈O₆
• Molecular Weight: 458.595
• Mol file: 83050-13-9.mol

Synonyms:benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside

Chemical Property of benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside

There total 7 articles about benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-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: 86.0%

benzyl 6-O-benzyl-2,3-di-O-propyl-β-D-glucopyranoside (83050-06-0) + methyl iodide (74-88-4) → benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside (83050-13-9)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide;

DOI:10.1016/S0008-6215(00)82220-X

Reference yield:

benzyl 4,6-O-benzylidene-β-D-glucopyranoside (30607-98-8,35905-28-3,40983-94-6,56341-65-2,57783-86-5,58006-32-9,72869-10-4,73366-72-0,79549-73-8,110850-30-1,113973-86-7,117895-05-3) → benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside (83050-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / potassium hydroxide / dimethylsulfoxide / 2 h

2: 1.) lithium aluminium hydride, aluminium chloride; 2.) ethyl acetate / 1.) ether, dichloromethane, reflux, 2 h.

3: 86 percent / potassium hydroxide / dimethylsulfoxide

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; ethyl acetate; In dimethyl sulfoxide;

DOI:10.1016/S0008-6215(00)82220-X

Reference yield:

benzaldehyde (100-52-7) → benzyl 6-O-benzyl-4-O-methyl-2,3-di-O-propyl-β-D-glucopyranoside (83050-13-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 49 percent / M sodium methoxide, zinc chloride / methanol; CHCl₃

2: 14 percent / lithium aluminium hydride / tetrahydrofuran; H₂O; ethyl acetate / 7 h / Heating

3: 91 percent / potassium hydroxide / dimethylsulfoxide / 2 h

4: 1.) lithium aluminium hydride, aluminium chloride; 2.) ethyl acetate / 1.) ether, dichloromethane, reflux, 2 h.

5: 86 percent / potassium hydroxide / dimethylsulfoxide

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; ethyl acetate; zinc(II) chloride; In tetrahydrofuran; methanol; chloroform; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/S0008-6215(00)82220-X

upstream raw materials:

benzyl 6-O-benzyl-2,3-di-O-propyl-β-D-glucopyranoside

methyl iodide

benzyl 4,6-O-benzylidene-β-D-glucopyranoside

benzaldehyde