1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose
• CAS No.: 741256-59-7
• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.385
• Mol file: 741256-59-7.mol

Synonyms:1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Chemical Property of 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

There total 1 articles about 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose 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: 75.0%

vinyl magnesium bromide (1826-67-1) + (3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde (82529-87-1) → 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose (741256-59-7)

Guidance literature:

vinyl magnesium bromide; With copper(l) iodide; dimethylsulfide; In tetrahydrofuran; at -40 ℃; for 0.0833333h;

(3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1248/cpb.52.727

Reference yield: 98.0%

o-Methoxybenzyl chloride (7035-02-1) + 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose (741256-59-7) → 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-O-(2'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose (741256-75-7)

Guidance literature:

1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose; With sodium hydride; In N,N-dimethyl-formamide; for 2h; ice bath cooling;

o-Methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1248/cpb.52.727

Reference yield: 98.0%

p-methoxybenzyl chloride (824-94-2) + 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose (741256-59-7) → 1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose (741256-60-0)

Guidance literature:

1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose; With sodium hydride; In N,N-dimethyl-formamide; for 2h; ice bath cooling;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1248/cpb.52.727

upstream raw materials:

vinyl magnesium bromide

(3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde

Downstream raw materials:

1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-O-(2'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

(1S,2R,3R,4S)-1,2,3,4,tetrahydroxy-5-cyclohexene

D-1,2-di-O-benzyl-myo-inositol