3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal

Base Information

• Chemical Name: 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal
• CAS No.: 137895-61-5
• Molecular Formula: C₃₁H₄₆O₆Si
• Molecular Weight: 542.788
• Mol file: 137895-61-5.mol

Synonyms:3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal

Chemical Property of 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal

There total 4 articles about 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal 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: 99.0%

p-Methoxybenzyl bromide (2746-25-0) + 1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose (137915-37-8) → 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal (137895-61-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1021/ja00028a036

Reference yield: 79.0%

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose (137915-37-8) + p-methoxybenzyl chloride (824-94-2) → 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal (137895-61-5)

Guidance literature:

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.0c00510

Reference yield:

triisopropylsilyl chloride (13154-24-0) → 3,4-di-O-(4-methoxybenzyl)-6-O-(triisopropylsilyl)-D-glucal (137895-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium methoxide, 2.) imidazole / 1.) methanol, RT, 4 h, 2.) DMF, RT, 10 h

2: 99 percent / NaH / dimethylformamide / 4 h / Ambient temperature

With 1H-imidazole; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00028a036

upstream raw materials:

p-Methoxybenzyl bromide

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

p-methoxybenzyl chloride

triisopropylsilyl chloride

Downstream raw materials:

3-O-<6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-α-D-glucopyranosyl>-1-O-linolenoyl-2-O-palmitoyl-sn-glycerol

3-O-<6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-α-D-glucopyranosyl>-1-O-linolenoyl-sn-glycerol

2,3,4-tri-O-(4-methoxybenzyl)-6-O-(4-tolylsulfonyl)-β-D-glucopyranosyl fluoride

3-O-<6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-α-D-glucopyranosyl>-sn-glycerol