4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: 4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
• CAS No.: 41341-50-8
• Molecular Formula: C₂₀H₂₃BrO₉S
• Molecular Weight: 519.367
• Mol file: 41341-50-8.mol

Synonyms:4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property of 4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

There total 8 articles about 4-Bromophenyl 2,3,4,6-tetra-O-acetyl-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: 100.0%

D-galactose pentaacetate (25878-60-8) + para-bromobenzenethiol (106-53-6) → 4-Bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (41341-50-8)

Guidance literature:

D-galactose pentaacetate; para-bromobenzenethiol; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/asia.201403319

Reference yield: 90.0%

para-bromobenzenethiol (106-53-6) + β-D-glucose pentaacetate (604-69-3) → (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-bromophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-50-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

DOI:10.1039/b813048e

Reference yield: 90.0%

tetraacetyl thioglucose (19879-84-6) + 1,4-bromoiodobenzene (589-87-7) → (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-bromophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate (41341-50-8)

Guidance literature:

With C₅₁H₄₂NOP₂Pd⁽¹⁺⁾*CH₃O₃S^(1-); triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201501050

upstream raw materials:

para-bromobenzenethiol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

β-D-glucose pentaacetate

tetraacetyl thioglucose

Downstream raw materials:

4-bromophenyl 1-thio-β-D-glucopyranoside