allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside
• CAS No.: 855181-48-5
• Molecular Formula: C₅₀H₈₀O₈
• Molecular Weight: 809.18
• Mol file: 855181-48-5.mol

Synonyms:allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside

Chemical Property of allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside

There total 3 articles about allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside 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: 67.0%

(R)-1-methanesulfonyloxy-3-(4-methoxybenzyloxy)tetradecane (288402-98-2) + allyl 4,6-O-benzylidene-3-O-dodecyl-α-D-glucopyranoside (855181-45-2) → allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside (855181-48-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2005.03.034

Reference yield:

allyl 3-O-dodecyl-α-D-glucopyranoside (637354-71-3) → allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside (855181-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 4-methylbenzenesulfonic acid monohydrate / dimethylformamide / 16 h / 20 °C

2: 67 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

With p-toluenesulfonic acid monohydrate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.03.034

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → allyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside (855181-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 4-methylbenzenesulfonic acid monohydrate / dimethylformamide / 16 h / 20 °C

2: 67 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

With p-toluenesulfonic acid monohydrate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.03.034

upstream raw materials:

(R)-1-methanesulfonyloxy-3-(4-methoxybenzyloxy)tetradecane

allyl 4,6-O-benzylidene-3-O-dodecyl-α-D-glucopyranoside

allyl 3-O-dodecyl-α-D-glucopyranoside

benzaldehyde dimethyl acetal

Downstream raw materials:

2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside

2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[3-oxotetradecyl]-α-D-glucopyranoside

2-hydroxyethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-{(R)-3-[(4-methoxybenzyl)oxy]tetradecyl}-α-D-glucopyranoside