2,3,4,6-Tetra-O-acetyl-β-D-galactose ethylxanthat

Base Information

• Chemical Name: 2,3,4,6-Tetra-O-acetyl-β-D-galactose ethylxanthat
• CAS No.: 29587-08-4
• Molecular Formula: C17H24 O10 S2
• Molecular Weight: 452.504
• Mol file: 29587-08-4.mol

Synonyms:Carbonic acid, dithio-,O-ethyl ester, S-ester with 1-thio-b-D-galactopyranose 2,3,4,6-tetraacetate (8CI);Galactopyranose,1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl dithiocarbonate), b-D- (8CI);Galactopyranose,1-thio-, 2,3,4,6-tetraacetate, 1-(ethylxanthate) (7CI);

Chemical Property of 2,3,4,6-Tetra-O-acetyl-β-D-galactose ethylxanthat

Chemical Property:

• PSA: 181.05000
• LogP: 1.12410

Purity/Quality:

2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOSE ETHYLXANTHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,6-Tetra-O-acetyl-β-D-galactose ethylxanthat

There total 4 articles about 2,3,4,6-Tetra-O-acetyl-β-D-galactose ethylxanthat 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: 95.0%

potassium ethyl xanthogenate (140-89-6) + β-D-galactose peracetate (4163-60-4) → 2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl-aethylxanthat (29587-08-4)

Guidance literature:

With boron trifluoride diethyl etherate; In chloroform; at -8 ℃; for 4h; Solvent; Temperature; Reagent/catalyst;

Reference yield: 86.0%

potassium ethyl xanthogenate (140-89-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(ethoxycarbothioyl)sulfanyl] tetrahydro-2H-pyran-4-yl-acetate (4490-94-2,13639-54-8,29587-08-4,64879-61-4)

Guidance literature:

In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/ja004129k

Reference yield:

→ 3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(ethoxycarbothioyl)sulfanyl] tetrahydro-2H-pyran-4-yl-acetate (4490-94-2,13639-54-8,29587-08-4,64879-61-4)

Guidance literature:

2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl-bromid, Kalium-aethylxanthat/h.Aceton;

DOI:10.1248/cpb.11.1081

upstream raw materials:

potassium ethyl xanthogenate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

β-D-galactose peracetate

Downstream raw materials:

isopropyl β-D-thiogalactopyranoside

S-cyclohexyl O-ethyl carbonodithioate

1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-arabinohexopyranose

ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

Refernces

• 1、 Ollivier,Renaud. "A novel approach for the formation of carbon-nitrogen bonds: Azidation of alkyl radicals with sulfonyl azides". . p. 4717 - 4727. Retrieved 2007/10/03.