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

Base Information

• Chemical Name: phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside
• CAS No.: 864776-72-7
• Molecular Formula: C₅₂H₄₂O₈S
• Molecular Weight: 826.967
• Mol file: 864776-72-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside 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:

1-thiophenyl-β-D-galactopyranoside (16758-34-2) → phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside (864776-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP; pyridine / 36 h / 40 °C

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

With pyridine; dmap;

DOI:10.1002/anie.200500777

Reference yield:

benzoyl chloride (98-88-4) + phenyl 1-thio-6-O-triphenylmethyl-β-D-galactopyranoside (220774-86-7) → phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside (864776-72-7)

Guidance literature:

With pyridine; In acetonitrile; Ambient temperature;

DOI:10.1021/ja00042a010

Reference yield:

1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose (13992-16-0,23661-28-1,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1,24404-53-3) → phenylthio-1-deoxy-2,3,4-tri-O-benzoyl-6-O-trutyl-β-D-galactoside (864776-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol / 10 h

2: DMAP; pyridine / 36 h / 40 °C

3: 10.54 g / DMAP; pyridine / 6 h / 20 °C

With pyridine; dmap; sodium methylate; In methanol;

DOI:10.1002/anie.200500777

upstream raw materials:

benzoyl chloride

phenyl 1-thio-6-O-triphenylmethyl-β-D-galactopyranoside

1-thiophenyl-β-D-galactopyranoside

1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

Downstream raw materials:

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

C₆₃H₅₄ClNO₁₅S