4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside
• CAS No.: 1295649-92-1
• Molecular Formula: C₂₀H₂₃BrO₉S
• Molecular Weight: 519.367
• Mol file: 1295649-92-1.mol

Synonyms:4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

Chemical Property of 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

There total 3 articles about 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 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: 77.0%

para-bromobenzenethiol (106-53-6) + per-O-acetyl-α-D-mannopyranose (4163-65-9) → 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (1295649-92-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 25 ℃; for 48h; Inert atmosphere;

Reference yield:

1,4-bromoiodobenzene (589-87-7) + 2,3,4,6-tetra-O-acetyl-1-thio-D-manno pyranoside → 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (1295649-92-1) + 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-mannopyranoside

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 1h; Overall yield = 87 %; Overall yield = 3.11 g; Inert atmosphere;

DOI:10.1039/C8OB01128A

Reference yield:

D-Mannose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + para-bromobenzenethiol (106-53-6) → 4-bromophenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (1295649-92-1)

Guidance literature:

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

upstream raw materials:

para-bromobenzenethiol

per-O-acetyl-α-D-mannopyranose

D-Mannose pentaacetate

1,4-bromoiodobenzene