(2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 1092105-42-4
• Molecular Formula: C₁₄H₂₀O₅S
• Molecular Weight: 300.376
• Mol file: 1092105-42-4.mol

Synonyms:(2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Chemical Property of (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

There total 2 articles about (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 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: 96.0%

(2S,4R,6S)-2-(4-hydroxymethyl)-6-methyltetrahydro-2H-pyran-4-ol (1092105-41-3) + p-toluenesulfonyl chloride (98-59-9) → (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate (1092105-42-4)

Guidance literature:

(2S,4R,6S)-2-(4-hydroxymethyl)-6-methyltetrahydro-2H-pyran-4-ol; With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

p-toluenesulfonyl chloride; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1217107

Reference yield: 96.0%

C6H12O4 (193685-65-3) + p-toluenesulfonyl chloride (98-59-9) → (2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate (1092105-42-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2008.08.096

Reference yield: 99.0%

(2S,4R,6S)-(4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate (1092105-42-4) + tert-butyldimethylsilyl chloride (18162-48-6) → (2S,4R,6S)-(4-(tert-butyldimethylsilyloxy)-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate (1092105-43-5)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2008.08.096

upstream raw materials:

C₆H₁₂O₄

p-toluenesulfonyl chloride

(2S,4R,6S)-2-(4-hydroxymethyl)-6-methyltetrahydro-2H-pyran-4-ol

Downstream raw materials:

(2S,4R,6S)-(4-(tert-butyldimethylsilyloxy)-6-methyltetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate

[(2S,4R,6S)-4-(methoxymethoxy)-6-methyltetrahydro-2H-pyran-2-yl]methyl 4-toluenesulfonate