methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside
• CAS No.: 90761-25-4
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 90761-25-4.mol

Synonyms:methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside

There total 5 articles about methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside 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 bromide (100-39-0) + methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside (6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0) → methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside (90761-25-4)

Guidance literature:

methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tet.2015.06.045

Reference yield:

methyl-alpha-D-glucopyranoside (97-30-3) → methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside (90761-25-4)

Guidance literature:

Multi-step reaction with 2 steps

2: NaH / dimethylformamide

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)86809-4

Reference yield:

benzyl chloride (100-44-7) + methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside (6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0) → methyl 3-O-benzyl-4,6-O-benzylideno-2-deoxy-α-D-ribo-hexoside (90761-25-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)86809-4

upstream raw materials:

benzyl bromide

methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside

benzyl chloride

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

Downstream raw materials:

methyl 3-O-benzyl-2-deoxy-α-D-ribo-hexopyranoside

1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-ribo-hexitol

Methyl 3-O-benzyl-2,6-dideoxy-α-D-ribo-hexopyranoside

methyl 3-O-benzyl-6-O-t-butyldiphenylsilyl-2-deoxy-4-O-methylsulfonyl-α-D-xylo-hexoside