(-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol

Base Information

• Chemical Name: (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol
• CAS No.: 873438-15-4
• Molecular Formula: C₂₃H₃₀O₄Si
• Molecular Weight: 398.574

Synonyms:(-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol

Chemical Property of (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol

There total 8 articles about (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-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: 69.0%

(+)-(2S,4S,5S)-2-(tert-butyldiphenylsilyloxymethyl)-5-vinyltetrahydrofuran-4-ol (219776-38-2) → (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.04,8]octan-3-ol (873438-15-4)

Guidance literature:

With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide;

DOI:10.1021/jo9816414

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.04,8]octan-3-ol (873438-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 68 percent / NaBH₄; diphenyl diselenide / ethanol / 3 h / -10 - 0 °C

3: 69 percent / O₂; PdCl₂; CuCl / H₂O; dimethylformamide / 23 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; diphenyl diselenide; oxygen; copper(l) chloride; palladium dichloride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; 3: Wacker oxidation;

DOI:10.1021/jo051459k

Reference yield:

(+)-(2R,3R,4R,5S,SS)-3,4-epoxy-4-(p-tolylsulfinyl)-5-vinyl-tetrahydrofuran-2-methanol (219776-33-7) → (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.04,8]octan-3-ol (873438-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 68 percent / NaBH₄; diphenyl diselenide / ethanol / 3 h / -10 - 0 °C

3: 69 percent / O₂; PdCl₂; CuCl / H₂O; dimethylformamide / 23 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; diphenyl diselenide; oxygen; copper(l) chloride; palladium dichloride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; 3: Wacker oxidation;

DOI:10.1021/jo051459k

upstream raw materials:

(+)-(2S,4S,5S)-2-(tert-butyldiphenylsilyloxymethyl)-5-vinyltetrahydrofuran-4-ol

tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-((S)-toluene-4-sulfinyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

tert-Butyl-diphenyl-[(1R,2R,4S,5R)-5-(toluene-4-sulfonyl)-4-vinyl-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethoxy]-silane

tert-butylchlorodiphenylsilane

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 873438-15-4 (-)-(1S,5S,7S)-7-(tert-butyldiphenylsilyloxymethyl)-2,6-dioxabicyclo[3.3.0^4,8]octan-3-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send