(1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol

Base Information

• Chemical Name: (1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol
• CAS No.: 530158-82-8
• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.434

Synonyms:(1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol

Chemical Property of (1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol

Chemical Property:

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Technology Process of (1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol

There total 1 articles about (1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]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: 68.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) + (2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → (1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol (530158-82-8) + (1R,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol

Guidance literature:

3-(tetrahydropyran-2'-yloxy)propyne; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 1h;

(2R,5S)-menthone; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/ja0340681

Reference yield: 91.0%

(1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol (530158-82-8) → (1S,2S,5R)-(3-hydroxy-1-propynylyl)-2-isopropyl-5-methylcyclohexanol (530158-84-0)

Guidance literature:

With methanol; toluene-4-sulfonic acid; at 20 ℃; for 2h;

DOI:10.1021/ja0340681

Reference yield: 86.0%

(1S,2S,5R)-2-isopropyl-5-methyl-1-[3-(2H-tetrahydropyran-2-yloxy)-1-propynyl]cyclohexanol (530158-82-8) → (1S,2S,5R)-1-allenyl-2-isopropyl-5-methylcyclohexanol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h; Heating;

DOI:10.1021/ja0340681

upstream raw materials:

3-(tetrahydropyran-2'-yloxy)propyne

(2R,5S)-menthone

Downstream raw materials:

(1S,2S,5R)-(3-hydroxy-1-propynylyl)-2-isopropyl-5-methylcyclohexanol

(1S,2S,5R)-2-isopropyl-1-(3-methoxycarbonyloxy-1-propynyl)-5-methylcyclohexanol

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