(1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol

Base Information

• Chemical Name: (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol
• CAS No.: 252289-32-0
• Molecular Formula: C₁₈H₃₆O₂Si
• Molecular Weight: 312.568

Synonyms:(1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol

Chemical Property of (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol

There total 7 articles about (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol 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: 55.0%

(1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-2-en-1-one (252289-43-3) → (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol (252289-32-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T

Reference yield:

(1R,3R,4S,8R)-9-hydroxy-p-menthol (13834-07-6) → (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol (252289-32-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / 1H-imidazole / dimethylformamide / 15 h / 0 - 20 °C

2: 62 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -79 °C

3: 100 percent / BuLi; (i-Pr)2NH / hexane; tetrahydrofuran / 1 h / -78 °C

4: N-bromosuccinimide / tetrahydrofuran / 2 h / 0 °C

5: 74 percent / 2,4,6-trimethyl-pyridine / 1 h / 145 - 150 °C

6: 55 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; diisopropylamine; In tetrahydrofuran; 2,4,6-trimethyl-pyridine; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Oxidation / 3: Etherification / 4: Bromination / 5: Dehydrobromination / 6: Reduction;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T

Reference yield:

isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2) → (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol (252289-32-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: B₂H₆ / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: NaOH; H₂O₂ / 0.5 h / Heating

2.1: 91 percent / 1H-imidazole / dimethylformamide / 15 h / 0 - 20 °C

3.1: 62 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -79 °C

4.1: 100 percent / BuLi; (i-Pr)2NH / hexane; tetrahydrofuran / 1 h / -78 °C

5.1: N-bromosuccinimide / tetrahydrofuran / 2 h / 0 °C

6.1: 74 percent / 2,4,6-trimethyl-pyridine / 1 h / 145 - 150 °C

7.1: 55 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; diisopropylamine; diborane; In tetrahydrofuran; 2,4,6-trimethyl-pyridine; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: Substitution / 3.1: Oxidation / 4.1: Etherification / 5.1: Bromination / 6.1: Dehydrobromination / 7.1: Reduction;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T

upstream raw materials:

(1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-2-en-1-one

(1R,3R,4S,8R)-9-hydroxy-p-menthol

isopulegol

(1'R,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanone

Downstream raw materials:

(1'R,2R)-2-(4'-methylenecyclohex-2'-en-1'-yl)propan-1-ol

(1'S,3S)-3-(4'-methylenecyclohex-2'-en-1'-yl)butanenitrile

(1'R,2R)-dimethyl{[2-(4'-methylenecyclohex-2'-en-1'-yl)propyl]oxy}(1,1,2-trimethylpropyl)silane

(1'R,2R)-2-(4'-methylenecyclohex-2'-en-1'-yl)propyl 4-nitrobenzenesulfonate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 252289-32-0 (1R,1'R,6S)-6-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-3-methylcyclohex-en-1-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send