P-NITROPHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: P-NITROPHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE
• CAS No.: 1230-27-9
• Molecular Formula: C12H15 N O7 S
• Molecular Weight: 317.32
• Hs Code.: 29329990
• Mol file: 1230-27-9.mol

Synonyms:Galactopyranoside,p-nitrophenyl 1-thio- (7CI); Galactopyranoside, p-nitrophenyl 1-thio-, b-D- (8CI); p-Nitrophenyl 1-thio-b-D-galactopyranoside;p-Nitrophenyl 1-thio-b-D-galactoside; p-Nitrophenyl-b-D-1-thio-b-D-galactopyranoside

Chemical Property of P-NITROPHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE

Chemical Property:

• Melting Point: 167℃
• Refractive Index: 1.689
• PSA: 161.27000
• LogP: 0.01000
• Storage Temp.: −20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitrophenyl b-D-thiogalactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of P-NITROPHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE

There total 9 articles about P-NITROPHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE 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%

(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-55-3) → p-nitrophenyl 1-thio-β-D-galactopyranoside (1230-27-9)

Guidance literature:

With sodium methylate; In methanol; for 30h; Ambient temperature;

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

Reference yield: 74.0%

C19H23NO10S → p-nitrophenyl 1-thio-β-D-galactopyranoside (1230-27-9)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1002/chem.201302786

Reference yield:

para-nitrobenzenethiol (1849-36-1) → p-nitrophenyl 1-thio-β-D-galactopyranoside (1230-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: TBAHS; aq. Na₂CO₃ / CH₂Cl₂ / 3 h / 20 °C

2: NaOMe; MeOH

With methanol; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In dichloromethane;

DOI:10.1016/j.bmcl.2005.12.010

upstream raw materials:

(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

para-nitrobenzenethiol

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

acetobromogalactose

Downstream raw materials:

para-nitrobenzenethiol

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

4-nitrophenyl 2,3,4-tri-O-benzyl-6-O-trityl-1-thio-β-D-galactopyranoside

4-acetamidophenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

Refernces

• 1、 Giguere, Denis,Sato, Sachiko,St-Pierre, Christian,Sirois, Suzanne,Roy, Rene. "Aryl O- and S-galactosides and lactosides as specific inhibitors of human galectins-1 and -3: Role of electrostatic potential at O-3". . p. 1668 - 1672. Retrieved 2007/10/03.