2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside
• CAS No.: 1312289-98-7
• Molecular Formula: C₂₂H₂₆O₁₀S
• Molecular Weight: 482.508
• Mol file: 1312289-98-7.mol

Synonyms:2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Chemical Property of 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

There total 6 articles about 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-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: 82.0%

2-carboxyphenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside (1312289-97-6) + acetic anhydride (108-24-7) → 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside (1312289-98-7)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.03.022

Reference yield:

2-(methoxycarbonyl)phenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside (1312289-96-5) → 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside (1312289-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / methanol / 0.67 h / 20 °C / Inert atmosphere

1.2: acid resin treatment

2.1: pyridine; dmap / 48 h / 20 °C / Inert atmosphere

With pyridine; dmap; water; sodium hydroxide; In methanol;

DOI:10.1016/j.bmc.2011.03.022

Reference yield:

D-galactose pentaacetate (25878-60-8) → 2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside (1312289-98-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 17 h / 20 °C / Inert atmosphere

2.1: methanol; sodium methylate / 20 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / methanol / 28 h / Inert atmosphere; Reflux

3.2: 3 h / Inert atmosphere; Reflux

4.1: water; sodium hydroxide / methanol / 0.67 h / 20 °C / Inert atmosphere

4.2: acid resin treatment

5.1: pyridine; dmap / 48 h / 20 °C / Inert atmosphere

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; water; sodium methylate; di(n-butyl)tin oxide; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2011.03.022

upstream raw materials:

2-(methoxycarbonyl)phenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

2-carboxyphenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

acetic anhydride

D-galactose pentaacetate

Downstream raw materials:

2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

2-(3-nitrobenzylcarbamoyl)phenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

2-(3-nitrobenzylcarbamoyl)phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside