1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol

Base Information

• Chemical Name: 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol
• CAS No.: 917369-00-7
• Molecular Formula: C₁₅H₂₅ClO₅
• Molecular Weight: 320.813
• Mol file: 917369-00-7.mol

Synonyms:1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol

Chemical Property of 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol

There total 2 articles about 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol 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: 63.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + C9H15ClO4 (207670-61-9) → 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol (917369-00-7)

Guidance literature:

C₉H₁₅ClO₄; With tert.-butyl lithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h;

cyclohexanone; In tetrahydrofuran; cyclohexane; at -78 - -20 ℃;

DOI:10.1016/j.tetlet.2006.09.087

Reference yield:

tri-O-methyl-D-glucal (16740-98-0) → 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol (917369-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: SO₂Cl₂ / diethyl ether / 20 °C

1.2: 80 percent / t-BuOK / diethyl ether / 3 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

2.2: 63 percent / tetrahydrofuran; cyclohexane / -78 - -20 °C

With sulfuryl dichloride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1016/j.tetlet.2006.09.087

Reference yield: 92.0%

1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol (917369-00-7) → 1-(4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol

Guidance literature:

With sodium; In tetrahydrofuran; ammonia; at -33 ℃;

DOI:10.1016/j.tetlet.2006.09.087

upstream raw materials:

cyclohexanone

C₉H₁₅ClO₄

tri-O-methyl-D-glucal