(3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol

Base Information

• Chemical Name: (3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol
• CAS No.: 1262323-78-3
• Molecular Formula: C₁₆H₂₃NO₆S
• Molecular Weight: 357.428
• Mol file: 1262323-78-3.mol

Synonyms:(3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol

Chemical Property of (3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol

There total 1 articles about (3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol 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: 19.0%

C16H21NO6S → ((3aS,7aS)-2,2-dimethyl-5-tosyl-3a,4,5,7a-tetrahydro[1,3]dioxolo[4,5-c]pyridine-6-yl)methanol (1262323-79-4) + (3aS,6R,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol + (3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol (1262323-78-3)

Guidance literature:

C₁₆H₂₁NO₆S; With L-proline; In chloroform; dimethyl sulfoxide; at 20 ℃; for 20h;

With sodium tetrahydroborate; In methanol; chloroform; dimethyl sulfoxide; at 20 ℃; for 2h; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tetasy.2010.10.024

Reference yield: 84.0%

(3aS,6S,7R,7aS)-6-(hydroxymethyl)-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-7-ol (1262323-78-3) + acetyl chloride (75-36-5) → ((3aS,6S,7R,7aS)-7-acetoxy-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-6-yl)methyl acetate (1262323-80-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.10.024

Downstream raw materials:

((3aS,6S,7R,7aS)-7-acetoxy-2,2-dimethyl-5-tosylhexahydro[1,3]dioxolo[4,5-c]pyridin-6-yl)methyl acetate