(6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one

Base Information

• Chemical Name: (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one
• CAS No.: 1384463-76-6
• Molecular Formula: C₃₄H₄₈O₇Si
• Molecular Weight: 596.836

Synonyms:(6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one

Chemical Property of (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one

There total 17 articles about (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one 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: 96.0%

(6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-dihydroxyoxacyclotrideca-6,10-dien-2-one (1384463-74-4) + chloromethyl methyl ether (107-30-2) → (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one (1384463-76-6)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.04.019

Reference yield:

(8R,5Z)-8-(4-methoxybenzyloxy)deca-5,9-dien-1-ol (1330680-46-0) → (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one (1384463-76-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 0.5 h / Inert atmosphere

2.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tert-butyl alcohol / 2 h / Inert atmosphere

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.75 h / 0 - 20 °C / Inert atmosphere

3.2: 6 h / 0 - 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 9 h / Reflux; Inert atmosphere

6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; 2,4,6-trichlorobenzoyl chloride; water; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; tert-butyl alcohol; 2.1: Pinnick reaction;

DOI:10.1016/j.tetasy.2012.04.019

Reference yield:

(8R,5Z)-8-(4-methoxybenzyloxy)deca-5,9-dienoic acid (1330680-40-4) → (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one (1384463-76-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.75 h / 0 - 20 °C / Inert atmosphere

1.2: 6 h / 0 - 20 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 9 h / Reflux; Inert atmosphere

4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;

DOI:10.1016/j.tetasy.2012.04.019

upstream raw materials:

(R)-9-(tert-butyldimethylsilyloxy)-1-chloronon-4-yn-2-ol

(8R,5Z)-tert-butyl(8-(4-methoxybenzyloxy)deca-5,9-dienyloxy)dimethylsilane

(R)-tert-butyldimethyl-(7-(oxiran-2-yl)hept-5-ynyloxy)silane

C₁₈H₂₄O₃

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 1384463-76-6 (6Z,9R,10E,12S,13R)-13-(2-(tert-butyldiphenylsilyloxy)-ethyl)-9,12-bis(methoxymethoxy)oxacyclotrideca-6,10-dien-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send