ETHYL 2,3,4,6-TETRA-O-ACETYL-A-D-THIOGALACTOPYRANOSIDE

Base Information

• Chemical Name: ETHYL 2,3,4,6-TETRA-O-ACETYL-A-D-THIOGALACTOPYRANOSIDE
• CAS No.: 126187-25-5
• Molecular Formula: C16H24 O9 S
• Molecular Weight: 392.427
• Mol file: 126187-25-5.mol

Synonyms:a-D-Galactopyranoside, ethyl1-thio-, tetraacetate (9CI); Ethyl 2,3,4,6-tetra-O-acetyl-1-thio-a-D-galactopyranoside

Chemical Property of ETHYL 2,3,4,6-TETRA-O-ACETYL-A-D-THIOGALACTOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 2.11E-08mmHg at 25°C
• Melting Point: 67-68oC
• Boiling Point: 453.2oC at 760 mmHg
• Flash Point: 212.6oC
• PSA: 139.73000
• Density: 1.27g/cm3
• LogP: 0.82260
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ether, Ethyl Acetate, Methanol

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 2,3,4,6-Tetra-O-acetyl-a-D-thiogalactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 2,3,4,6-Tetra-O-acetyl-α-D-thiogalactopyranoside is a useful reagent for the preparation of galactosides.

Technology Process of ETHYL 2,3,4,6-TETRA-O-ACETYL-A-D-THIOGALACTOPYRANOSIDE

There total 75 articles about ETHYL 2,3,4,6-TETRA-O-ACETYL-A-D-THIOGALACTOPYRANOSIDE 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: 100.0%

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) + ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (127753-95-1) → ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (32934-24-0,41670-79-5,52645-73-5,55722-49-1,79389-52-9,99031-86-4,125354-48-5,126187-25-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; at -10 ℃;

DOI:10.1039/a909218h

Reference yield: 96.0%

acetyl chloride (75-36-5) + ethyl 1-thio-β-D-glucopyranoside (7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3) → ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (32934-24-0,41670-79-5,52645-73-5,55722-49-1,79389-52-9,99031-86-4,125354-48-5,126187-25-5)

Guidance literature:

With aluminum oxide; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.carres.2005.11.035

Reference yield: 92.0%

D-Glucose (2280-44-6) + acetic anhydride (108-24-7) + ethanethiol (75-08-1) → ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (32934-24-0,41670-79-5,52645-73-5,55722-49-1,79389-52-9,99031-86-4,125354-48-5,126187-25-5)

Guidance literature:

D-Glucose; acetic anhydride; With hydrogen bromide; In acetic acid; at 0 - 20 ℃;

With hydrogen bromide; In acetic acid; at 0 - 20 ℃;

ethanethiol; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.200500646

upstream raw materials:

C₃₄H₅₀O₈SSi₂

2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose

ethanethiol

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

Downstream raw materials:

tetra-O-acetyl-1,5-anhydro-D-mannitol

ethyl 1-thio-α-D-mannopyranoside

S-ethyl 2,3,4,6-tetra-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide

ethyl 2,3,4,6-tetra-O-acetyl-S-(N-tosylimino)-1-thio-α-D-mannopyranoside

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