4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin

Base Information

• Chemical Name: 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin
• CAS No.: 111651-33-3
• Molecular Formula: C₂₆H₃₄O₁₀S₂
• Molecular Weight: 570.682
• Mol file: 111651-33-3.mol

Synonyms:

Chemical Property of 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin

There total 3 articles about 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin 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: 49.0%

4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(hydroxymethyl)-1,3,5,7-tetraoxadecalin (111651-32-2) + p-toluenesulfonyl chloride (98-59-9) → 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin (111651-33-3)

Guidance literature:

In pyridine; at 5 ℃; for 18h;

Reference yield:

1,6-di-O-benzoyl-D-mannitol (7226-27-9) → 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin (111651-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: anhydrous toluene-p-sulphonic acid / 30 h / Ambient temperature

2: 47 percent / sodium methoxide / methanol / 16 h

3: 49 percent / pyridine / 18 h / 5 °C

With sodium methylate; toluene-4-sulfonic acid; In pyridine; methanol;

Reference yield:

[(4R,4aR,8R,8aR)-4-(benzoyloxymethyl)-2,2,6,6-tetramethyl-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-8-yl]methyl benzoate (111651-31-1) → 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(p-tolylsulphonyloxymethyl)-1,3,5,7-tetraoxadecalin (111651-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / sodium methoxide / methanol / 16 h

2: 49 percent / pyridine / 18 h / 5 °C

With sodium methylate; In pyridine; methanol;

upstream raw materials:

4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(hydroxymethyl)-1,3,5,7-tetraoxadecalin

p-toluenesulfonyl chloride

1,6-di-O-benzoyl-D-mannitol

[(4R,4aR,8R,8aR)-4-(benzoyloxymethyl)-2,2,6,6-tetramethyl-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-8-yl]methyl benzoate