2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl dithioacetal

Base Information

• Chemical Name: 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl dithioacetal
• CAS No.: 17429-98-0
• Molecular Weight: 466.52304
• Mol file: 17429-98-0.mol

Synonyms:2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl dithioacetal

Chemical Property of 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl dithioacetal

There total 5 articles about 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-glucose 1,2-ethanediyl 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: 89.0%

D-galactose ethylene dithioacetal (16732-28-8) + acetic anhydride (108-24-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 2,3,4,5-tetra-O-acetyl-6-O-tert-butyldimethylsilyl-D-galactose ethylene dithioacetal (1413938-22-3) + 2,3,4,5,6-penta-O-acetyl-D-galactose ethylene dithioacetal (17429-97-9,17429-98-0)

Guidance literature:

D-galactose ethylene dithioacetal; tert-butyldimethylsilyl chloride; With pyridine; dmap; at 20 ℃; for 9h;

acetic anhydride; at 0 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.08.127

Reference yield:

D-Glucose (2280-44-6) + acetic anhydride (108-24-7) + ethane-1,2-dithiol (540-63-6) → 1,2-dithioethane D-glucose dithioacetal peracetate (17429-98-0)

Guidance literature:

D-Glucose; ethane-1,2-dithiol; With trifluoroacetic acid; at 20 ℃; for 0.25h;

acetic anhydride; With pyridine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ac049198m

Reference yield:

D-Galactose (10257-28-0) → 2,3,4,5,6-penta-O-acetyl-D-galactose ethylene dithioacetal (17429-97-9,17429-98-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2.1: pyridine; dmap / 9 h / 20 °C

2.2: 2 h / 0 °C

With pyridine; hydrogenchloride; dmap; In water;

DOI:10.1016/j.tetlet.2012.08.127

upstream raw materials:

acetic anhydride

D-Glucose

ethane-1,2-dithiol

D-Galactose

Refernces

• 1、 Price, Neil P. J.. "Acylic sugar derivatives for GC/MS analysis of 13C-enrichment during carbohydrate metabolism". . p. 6566 - 6574. Retrieved 2007/10/03.