4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside
• CAS No.: 41341-55-3
• Molecular Formula: C20H23NO11S
• Molecular Weight: 485.469
• Hs Code.: 29389090
• Mol file: 41341-55-3.mol

Synonyms:4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside;

Chemical Property of 4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside

Chemical Property:

• Vapor Pressure: 3.04E-13mmHg at 25°C
• Boiling Point: 575.4°Cat760mmHg
• Flash Point: 301.8°C
• PSA: 185.55000
• Density: 1.4g/cm³
• LogP: 2.29320

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrophenyl 2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside

There total 10 articles about 4-Nitrophenyl2,3,4,6-tetra-O-acetyl-b-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: 92.4%

para-nitrobenzenethiol (1849-36-1) + (2R,3S,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-2-bromo-tetrahydro-pyran-3-carboxylic acid methyl ester → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-55-3)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In ethanol; for 55h; Ambient temperature;

DOI:10.1016/S0957-4166(00)86308-9

Reference yield: 90.0%

para-nitrobenzenethiol (1849-36-1) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-55-3)

Guidance literature:

With potassium carbonate; for 1h; Neat (no solvent); Ball milling;

DOI:10.1039/b904454j

Reference yield: 87.7%

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-55-3)

Guidance literature:

In dichloromethane; isopropyl alcohol; for 16h; Ambient temperature;

DOI:10.1016/S0008-6215(00)81065-4

upstream raw materials:

para-nitrobenzenethiol

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose

4-Fluoronitrobenzene

Downstream raw materials:

p-nitrophenyl 1-thio-β-D-galactopyranoside

4-nitrophenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

4-nitrophenyl 2,3,4-tri-O-benzoyl-6-O-t-butyldimethylsilyl-1-thio-β-D-galactopyranoside