2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol

Base Information

• Chemical Name: 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol
• CAS No.: 944450-14-0
• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.343
• Mol file: 944450-14-0.mol

Synonyms:2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol

Chemical Property of 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol

There total 5 articles about 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol 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: 97.0%

2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethyl pivalate (944450-13-9) → 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol (944450-14-0)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1021/jo070165r

Reference yield:

(1R,5R,6S)-6-(2-hydroxyethyl)-3-methyl-5-(prop-1-en-2-yl)cyclohex-2-enol (944450-09-3) → 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol (944450-14-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / pyridine / 0.5 h / 0 °C

2: 96 percent / ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

3: 97 percent / DIBAL-H / CH₂Cl₂; hexane / 1.5 h / -78 °C

With pyridine; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane;

DOI:10.1021/jo070165r

Reference yield:

ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate (944450-08-2) → 2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethanol (944450-14-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / lithium aluminum hydride / diethyl ether / -78 - 20 °C

2: 78 percent / pyridine / 0.5 h / 0 °C

3: 96 percent / ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

4: 97 percent / DIBAL-H / CH₂Cl₂; hexane / 1.5 h / -78 °C

With pyridine; lithium aluminium tetrahydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; hexane; dichloromethane;

DOI:10.1021/jo070165r

upstream raw materials:

2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethyl pivalate

ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

(1R,5R,6S)-6-(2-hydroxyethyl)-3-methyl-5-(prop-1-en-2-yl)cyclohex-2-enol

2-[(1S,2R,6R)-2-hydroxy-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]ethyl pivalate

Downstream raw materials:

2-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetaldehyde

(R)-6-(triisopropylsilyloxy)-1-[(1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl]hex-3-yn-2-ol

methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

methyl (3R,4aS,4bR,8R,8aS,10R,10aS)-2-(3-(4-methoxybenzyloxy)propyl)-3,4,4a,4b,5,8,8a,9,10,10a-decahydro-10-hydroxy-1-(2-(triisopropylsilyloxy)ethyl)-8-(methoxymethoxy)-4a,6-dimethylphenanthrene-3-carboxylate