2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone

Base Information

• Chemical Name: 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone
• CAS No.: 1279712-23-0
• Molecular Formula: C₂₂H₂₈O₁₁S
• Molecular Weight: 500.524
• Mol file: 1279712-23-0.mol

Synonyms:2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone

Chemical Property of 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone

There total 4 articles about 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone 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%

2-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (74590-54-8) → 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone (1279712-23-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.01.012

Reference yield:

2-phenylethyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (74590-54-8) → 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone (1279712-23-0) + C22H28O10S

Guidance literature:

With water; In acetone; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1007/s00706-013-0964-0

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) → 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl sulfone (1279712-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 24.25 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/j.ejmech.2011.01.012

upstream raw materials:

D-Mannose pentaacetate

2-mercaptophenylethane

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

Downstream raw materials:

2-phenylethyl α-d-mannopyranosyl sulfone