(1R)-1-(1-cyclohexen-1-yl)-1-nonanol

Base Information

• Chemical Name: (1R)-1-(1-cyclohexen-1-yl)-1-nonanol
• CAS No.: 247058-39-5
• Molecular Formula: C₁₅H₂₈O
• Molecular Weight: 224.387
• Mol file: 247058-39-5.mol

Synonyms:

Chemical Property of (1R)-1-(1-cyclohexen-1-yl)-1-nonanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-1-(1-cyclohexen-1-yl)-1-nonanol

There total 2 articles about (1R)-1-(1-cyclohexen-1-yl)-1-nonanol 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:

1-(1-cyclohexen-1-yl)-1-nonanol (89523-69-3) → (1R)-1-(1-cyclohexen-1-yl)-1-nonanol (247058-39-5) + (1S)-1-(1-cyclohexen-1-yl)-1-nonanol

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; In dichloromethane; at -20 ℃;

DOI:10.1016/S0040-4020(02)00857-8

Reference yield:

nonyl alcohol (143-08-8) → (1R)-1-(1-cyclohexen-1-yl)-1-nonanol (247058-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N',N'-tetramethylethylenediamine / hexane / 8.5 h / -78 - 20 °C

1.2: 48 percent / N,N,N',N'-tetramethylethylenediamine / hexane / 10 h / -78 - 20 °C

2.1: Ti(O-iPr)4; L-(+)-diisopropyl tartrate; tBuOOH / CH₂Cl₂ / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; N,N,N,N,-tetramethylethylenediamine; In hexane; dichloromethane;

DOI:10.1016/S0040-4020(02)00857-8

Reference yield:

(1R)-1-(1-cyclohexen-1-yl)-1-nonanol (247058-39-5) → 1-[(1R)-1-hydroxy-2-cyclohexen-1-yl]-1-nonanone

Guidance literature:

Multi-step reaction with 6 steps

1: Ti(O-iPr)4; D-(-)-diisopropyl tartrate; tBuOOH / CH₂Cl₂ / -20 °C

2: ethanol / 0 - 20 °C

3: pyridinium p-toluenesulfonate / dimethylformamide / 4 h / 20 °C

4: sodium periodate / tetrahydrofuran / 20 °C

5: DIBAL-H / CH₂Cl₂ / -78 - 0 °C

6: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.08 h / -60 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; oxalyl dichloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 6: Swern oxidation;

DOI:10.1016/S0040-4020(02)00857-8

upstream raw materials:

1-(1-cyclohexen-1-yl)-1-nonanol

nonyl alcohol

Downstream raw materials:

(1S)-1-[(1R)-1-hydroxynonyl]-2-cyclohexen-1-ol

(1R,2S)-1-[(1R)-1-hydroxynonyl]-2-(phenylselanyl)-cyclohexanol

(4R,5R,6S)-2-methoxy-4-octyl-6-(phenylselanyl)-1,3-dioxaspiro[4,5]decane