2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal

Base Information

• Chemical Name: 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal
• CAS No.: 1413938-28-9
• Molecular Formula: C₄₂H₅₄O₅S₂Si
• Molecular Weight: 731.105
• Mol file: 1413938-28-9.mol

Synonyms:2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal

Chemical Property of 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal

There total 2 articles about 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene 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:

D-Galactose (10257-28-0) → 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal (1413938-28-9) + 2,3,4,5,6-penta-O-benzyl-D-galactose ethylene dithioacetal (1413938-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 0.17 h / 0 °C

2.1: pyridine; dmap / 7 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 2 h / 0 °C

With pyridine; hydrogenchloride; dmap; sodium hydride; In water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tetlet.2012.08.127

Reference yield:

D-galactose ethylene dithioacetal (16732-28-8) → 2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal (1413938-28-9) + 2,3,4,5,6-penta-O-benzyl-D-galactose ethylene dithioacetal (1413938-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; dmap / 7 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 2 h / 0 °C

With pyridine; dmap; sodium hydride; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tetlet.2012.08.127

Reference yield: 73.0%

2,3,4,5-tetra-O-benzyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal (1413938-28-9) → 2,3,4,5-tetra-O-benzyl-D-galactose ethylene dithioacetal (1413938-32-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1016/j.tetlet.2012.08.127

upstream raw materials:

D-Galactose

D-galactose ethylene dithioacetal

Downstream raw materials:

2,3,4,5-tetra-O-benzyl-D-galactose ethylene dithioacetal

2,3,4,5-tetra-O-benzyl-5-(1,3-ditiolan-2-yl)-L-galactose

Refernces