Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate

Base Information

• Chemical Name: Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate
• CAS No.: 139608-11-0
• Molecular Formula: C33H28O8S
• Molecular Weight: 584.647
• Mol file: 139608-11-0.mol

Synonyms:Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate

Chemical Property of Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate

There total 9 articles about Phenyl 1-thio-beta-D-galactopyranoside 2,3,4-tribenzoate 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: 97.0%

phenyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethytylsilyl-1-thio-β-D-galactopyranoside (212128-07-9) → phenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside (139608-11-0)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; for 0.5h; Ambient temperature;

DOI:10.1080/07328309808002341

Reference yield: 96.0%

phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside (864776-72-7) → phenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside (139608-11-0)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at -40 ℃; for 1h;

DOI:10.1002/anie.200500777

Reference yield:

1-thiophenyl-β-D-galactopyranoside (16758-34-2) → phenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside (139608-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP; pyridine / 36 h / 40 °C

2: 10.54 g / DMAP; pyridine / 6 h / 20 °C

3: 96 percent / Et₃SiH; TFA / CH₂Cl₂ / 1 h / -40 °C

With pyridine; triethylsilane; dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1002/anie.200500777

upstream raw materials:

phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside

phenyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

phenyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethytylsilyl-1-thio-β-D-galactopyranoside

1-thiophenyl-β-D-galactopyranoside

Downstream raw materials:

phenyl 2,3,4-tri-O-benzoyl-6-O-<(2-methyl-4-oxo)-2-pentyl>-1-thio-β-D-galactopyranoside

phenyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-galactopyranoside

phenyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-galactopyranoside

(2R,3aS,4R,6R,7R,7aS)-7-Benzoyloxy-4-benzoyloxymethyl-2-methyl-6-((2R,3S,4S,5R,6S)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid methyl ester