3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone

Base Information

• Chemical Name: 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone
• CAS No.: 857419-66-0
• Molecular Formula: C₃₇H₄₀O₈S
• Molecular Weight: 644.786
• Mol file: 857419-66-0.mol

Synonyms:3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone

Chemical Property of 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone

There total 6 articles about 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone 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: 75.0%

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene (857419-61-5) → 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone (857419-66-0)

Guidance literature:

With jones reagent; mercury(II) diacetate; In water; acetone; at 0 ℃; for 3h;

DOI:10.1021/jo0502854

Reference yield:

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene (767340-70-5) → 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone (857419-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine / 24 h / 0 °C

2: 75 percent / Jones reagent; Hg(OAc)2 / acetone; H₂O / 3 h / 0 °C

With pyridine; jones reagent; mercury(II) diacetate; In water; acetone;

DOI:10.1021/jo0502854

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone (857419-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine / 24 h / 0 °C

2: 75 percent / Jones reagent; Hg(OAc)2 / acetone; H₂O / 3 h / 0 °C

With pyridine; jones reagent; mercury(II) diacetate; In water; acetone;

DOI:10.1021/jo0502854

upstream raw materials:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene

p-toluenesulfonyl chloride

2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde

Downstream raw materials:

1-C-acetyl-3,4,6-tri-O-benzyl-1,2-cyclopropane-1,2-deoxy-α-D-glucopyranose

ethyl 3,4,6-tri-O-benzyl-2-C-acetylmethyl-2-deoxy-1-thio-β-D-glucopyranoside

1-C-(6'-O-acetyl-3',4'-di-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-acetone

C₄₅H₅₃NO₁₀