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

Base Information

• Chemical Name: 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-l-xylo-pentodialdose 5-(trimethylene dithioacetal)
• CAS No.: 129908-73-2
• Molecular Formula: C₁₈H₂₆O₃S₂
• Molecular Weight: 354.535
• Mol file: 129908-73-2.mol

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

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

There total 4 articles about 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-l-xylo-pentodialdose 5-(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: 86.0%

2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (129908-72-1) → 2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-l-xylo-pentodialdose 5-(trimethylene dithioacetal) (129908-73-2)

Guidance literature:

With lead(IV) acetate; potassium acetate; In acetonitrile; at -25 ℃; for 0.05h;

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-l-xylo-pentodialdose 5-(trimethylene dithioacetal) (129908-73-2)

Guidance literature:

Multi-step reaction with 3 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

3: 86 percent / potassium acetate, lead tetra-acetate / acetonitrile / 0.05 h / -25 °C

With lead(IV) acetate; hydrogenchloride; potassium acetate; sodium hydride; In tetrahydrofuran; acetonitrile;

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

Reference yield:

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-l-xylo-pentodialdose 5-(trimethylene dithioacetal) (129908-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / aq. hydrochloric acid / tetrahydrofuran / 80 h / 20 °C

2: 86 percent / potassium acetate, lead tetra-acetate / acetonitrile / 0.05 h / -25 °C

With lead(IV) acetate; hydrogenchloride; potassium acetate; In tetrahydrofuran; acetonitrile;

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

upstream raw materials:

2,4-dideoxy-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

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

p-methoxybenzyl chloride

Downstream raw materials:

2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3-O-(p-methoxybenzyl)-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)

1,2,3,5,7-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-8-S-phenyl-8-thio-L-glycero-L-ido-oct-1-enitol

2,4,6-trideoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-L-glycero-L-ido-heptose trimethylene dithioacetal