(1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol

Base Information

• Chemical Name: (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol
• CAS No.: 935264-68-9
• Molecular Formula: C₂₂H₃₆O₄Si
• Molecular Weight: 392.611

Synonyms:(1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol

Chemical Property of (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol

There total 10 articles about (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-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: 97.0%

(1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-yl acetate (935264-67-8) → (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol (935264-68-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/jo061456n

Reference yield:

(5S,6S)-6-[(1,1-dimethylethyl)dimethylsilyloxymethyl]-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one (176774-93-9) → (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol (935264-68-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 89 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 2.5 h / 0 - 20 °C

2: 80 percent / TBHP; VO(acac)2 / benzene; toluene / 2 h / 20 °C

3: NaH / dimethylformamide / 10 h / 20 °C

4: 4-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O / 16 h / 20 °C

5: 17.02 g / NaIO₄ / tetrahydrofuran; H₂O / 0.25 h / 20 °C

6: 76 percent / m-CPBA / hexane; ethyl acetate / 72 h / 20 °C

7: 86 percent / AcOH; NaOAc; NaI / Zn / CH₂Cl₂ / 48 h / Heating

8: 97 percent / K₂CO₃ / methanol / 2 h / 20 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; bis(acetylacetonate)oxovanadium; sodium acetate; sodium hydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene; 6: Baeyer-Villiger rearrangement;

DOI:10.1021/jo061456n

Reference yield:

(1R,5S,6S)-6-[(1,1-dimethylethyl)dimethylsilyloxymethyl]-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol (935264-61-2) → (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol (935264-68-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / TBHP; VO(acac)2 / benzene; toluene / 2 h / 20 °C

2: NaH / dimethylformamide / 10 h / 20 °C

3: 4-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O / 16 h / 20 °C

4: 17.02 g / NaIO₄ / tetrahydrofuran; H₂O / 0.25 h / 20 °C

5: 76 percent / m-CPBA / hexane; ethyl acetate / 72 h / 20 °C

6: 86 percent / AcOH; NaOAc; NaI / Zn / CH₂Cl₂ / 48 h / Heating

7: 97 percent / K₂CO₃ / methanol / 2 h / 20 °C

With tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; bis(acetylacetonate)oxovanadium; sodium acetate; sodium hydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene; 5: Baeyer-Villiger rearrangement;

DOI:10.1021/jo061456n

upstream raw materials:

(1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-yl acetate

(5S,6S)-6-[(1,1-dimethylethyl)dimethylsilyloxymethyl]-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one

(1R,5S,6S)-6-[(1,1-dimethylethyl)dimethylsilyloxymethyl]-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol

(1R,2R,3S,4S,6S)-3-[(1,1-dimethylethyl)dimethylsilyloxymethyl]-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan-2-ol

Downstream raw materials:

[(1S,2R,6S)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]methoxy(1,1-dimethylethyl)dimethylsilane

(4E,7S)-N-{(2R)-[(1R,2R,6S)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]-2-methoxyethyl}-7-methoxydodec-4-enamide

(4E,7S)-N-{(2S)-[(1R,2R,6S)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]-2-methoxyethyl}-7-methoxydodec-4-enamide

(4E,7S)-N-{(2R)-[(1R,6S)-6-(1,1-dimethylethyl)dimethylsilyloxy-3-methyl-2-oxocyclohex-3-en-1-yl]-2-methoxyethyl}-7-methoxydodec-4-enamide

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 935264-68-9 (1S,5R,6R)-6-(1,1-dimethylethyl)dimethylsilyloxymethyl-5-(4-methoxybenzyloxy)-4-methylcyclohex-3-en-1-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send