2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

Base Information

• Chemical Name: 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal
• CAS No.: 129908-72-1
• Molecular Formula: C₁₉H₃₀O₄S₂
• Molecular Weight: 386.577
• Mol file: 129908-72-1.mol

Synonyms:2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

Chemical Property of 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

There total 3 articles about 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal 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: 87.0%

2,4-dideoxy-5,6-O-isopropylidene-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (129908-71-0) → 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (129908-72-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 80h;

DOI:10.1016/0008-6215(90)84192-W

Reference yield:

2,4-dideoxy-5,6-O-isopropylidene-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (100699-20-5) → 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (129908-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium hydride / 1) N,N-dimethylformamide, 4h, 20 deg C, 2) 15h

2: 87 percent / aq. hydrochloric acid / tetrahydrofuran / 80 h / 20 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran;

DOI:10.1016/0008-6215(90)84192-W

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (129908-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium hydride / 1) N,N-dimethylformamide, 4h, 20 deg C, 2) 15h

2: 87 percent / aq. hydrochloric acid / tetrahydrofuran / 80 h / 20 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran;

DOI:10.1016/0008-6215(90)84192-W

upstream raw materials:

2,4-dideoxy-5,6-O-isopropylidene-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

2,4-dideoxy-5,6-O-isopropylidene-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

p-methoxybenzyl chloride

Downstream raw materials:

2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-l-xylo-pentodialdose 5-(trimethylene dithioacetal)

2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

2,4,6,8-tetradeoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)