allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside
• CAS No.: 112254-88-3
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• Mol file: 112254-88-3.mol

Synonyms:allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

Chemical Property of allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

There total 4 articles about allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-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: 95.0%

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (100639-25-6,71695-57-3) + p-methoxybenzyl chloride (824-94-2) → allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside (112254-88-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1055/s-2006-949620

Reference yield: 85.0%

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (100639-25-6,71695-57-3) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside (112254-88-3)

Guidance literature:

With lanthanum(lll) triflate; In toluene; at 80 ℃; for 0.0333333h;

DOI:10.1016/j.tetlet.2011.08.102

Reference yield:

L-rhamnose (6014-42-2) → allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside (112254-88-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetyl chloride / 0 °C

1.2: 17.5 h / 40 - 70 °C

2.1: toluene-4-sulfonic acid / acetone / 3 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 20 °C / Cooling

3.2: -5 - 20 °C

With sodium hydride; toluene-4-sulfonic acid; acetyl chloride; In N,N-dimethyl-formamide; acetone; mineral oil;

upstream raw materials:

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

p-methoxybenzyl chloride

O-(4-methoxybenzyl)-trichloroacetimidate

L-rhamnose

Downstream raw materials:

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

4-methoxy-benzaldehyde

allyl 4-O-para-methoxybenzyl-α-L-rhamnopyranoside

4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal