Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Base Information

• Chemical Name: Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside
• CAS No.: 14624-27-2
• Molecular Formula: C₁₄H₂₀O₆S
• Molecular Weight: 316.375
• Mol file: 14624-27-2.mol

Synonyms:Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Chemical Property of Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

There total 3 articles about Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside 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: 90.0%

Methyl 3-O-Benzyl-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (121330-33-4) → Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (14624-27-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 760 Torr;

DOI:10.1021/jo00276a015

Reference yield:

Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside (90762-83-7) → Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (14624-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 13 h / 55 - 60 °C

2: 90 percent / H₂ / 5percent Pd/C / methanol / 24 h / 760 Torr

With pyridine; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00276a015

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → Methyl 2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (14624-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 13 h / 55 - 60 °C

2: 90 percent / H₂ / 5percent Pd/C / methanol / 24 h / 760 Torr

With pyridine; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00276a015

upstream raw materials:

Methyl 3-O-Benzyl-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

p-toluenesulfonyl chloride

Downstream raw materials:

methyl 3-O-(4-O-benzoyl-3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Methyl 3-O-(4-O-Benzoyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside

Methyl 3-O-(4-O-Benzoyl-3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside