benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

Base Information

• Chemical Name: benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside
• CAS No.: 86049-08-3
• Molecular Formula: C₅₃H₅₆O₁₀
• Molecular Weight: 853.022
• Mol file: 86049-08-3.mol

Synonyms:benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

Chemical Property of benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

There total 5 articles about benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside 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: 73.2%

benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside (86049-06-1) → benzyl 3-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside + benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside (86049-08-3)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.25h; Heating;

DOI:10.1016/0040-4020(82)85034-5

Reference yield:

benzyl chloride (100-44-7) → benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside (86049-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 1N NaOMe; 2) KOH / 1) MeOH, room temp., 16 h; 2) 100 deg C, 4 h

2: 73.2 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; In diethyl ether; dichloromethane;

DOI:10.1016/0040-4020(82)85034-5

Reference yield:

benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-L-arabinopyranoside (86049-04-9,86117-03-5) → benzyl 4-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside (86049-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 1N NaOMe; 2) KOH / 1) MeOH, room temp., 16 h; 2) 100 deg C, 4 h

2: 73.2 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; In diethyl ether; dichloromethane;

DOI:10.1016/0040-4020(82)85034-5

upstream raw materials:

benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

benzyl chloride

benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

benzyl exo-3,4-O-benzylidene-β-L-arabinopyranoside

Downstream raw materials:

Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester