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

Base Information

• Chemical Name: Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside
• CAS No.: 121330-39-0
• Molecular Formula: C₂₇H₃₆O₉S
• Molecular Weight: 536.643
• Mol file: 121330-39-0.mol

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

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

There total 7 articles about Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-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: 100.0%

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 (121330-37-8) → Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (121330-39-0)

Guidance literature:

With sodium hydroxide; In methanol; for 5h;

DOI:10.1021/jo00276a015

Reference yield:

Methyl 3-O-Benzyl-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (121330-33-4) → Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (121330-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂ / 5percent Pd/C / methanol / 24 h / 760 Torr

2: 77 percent / silver silicate / toluene / 12 h

3: 100 percent / NaOH / methanol / 5 h

With sodium hydroxide; silver silicate; hydrogen; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/jo00276a015

Reference yield:

Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside (90762-83-7) → Methyl 3-O-(3-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-4-O-(p-tolylsulfonyl)-α-D-arabino-hexopyranoside (121330-39-0)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 77 percent / silver silicate / toluene / 12 h

4: 100 percent / NaOH / methanol / 5 h

With pyridine; sodium hydroxide; silver silicate; hydrogen; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/jo00276a015

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

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