Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside

Base Information

• Chemical Name: Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside
• CAS No.: 182167-71-1
• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.401
• Mol file: 182167-71-1.mol

Synonyms:Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside

Chemical Property of Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside

There total 3 articles about Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside 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%

Toluene-4-sulfonic acid (3aS,4S,6R,7R,7aS)-4-methoxy-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester (182167-72-2) → Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside (182167-71-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Heating;

DOI:10.1080/07328309608005684

Reference yield:

methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside (112612-45-0) → Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside (182167-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaH / dimethylformamide / 2 h / Ambient temperature

2: 75 percent / LiAlH₄ / diethyl ether / 2 h / Heating

With lithium aluminium tetrahydride; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1080/07328309608005684

Reference yield:

p-methoxybenzyl chloride (824-94-2) → Methyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside (182167-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaH / dimethylformamide / 2 h / Ambient temperature

2: 75 percent / LiAlH₄ / diethyl ether / 2 h / Heating

With lithium aluminium tetrahydride; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1080/07328309608005684

upstream raw materials:

Toluene-4-sulfonic acid (3aS,4S,6R,7R,7aS)-4-methoxy-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester

p-methoxybenzyl chloride

methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

Downstream raw materials:

ethyl 2,4-di-O-benzoyl-3,6-dideoxy-1-thio-α-D-arabino-hexopyranoside

ethyl 2,4-di-O-benzoyl-3,6-dideoxy-1-thio-β-D-arabino-hexopyranoside

Allyl 2-O-benzoyl-3-O-[2,4-di-O-benzoyl-3,6-dideoxy-4-O-(p-methoxybenzyl)-α-D-arabino-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

Allyl 2-O-benzoyl-3-O-(2,4-di-O-benzoyl-3,6-dideoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside