cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester

Base Information

• Chemical Name: cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester
• CAS No.: 652974-75-9
• Molecular Formula: C₂₅H₄₂O₆Si
• Molecular Weight: 466.69

Synonyms:cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester

Chemical Property of cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester

There total 1 articles about cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester 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: 92.0%

[(1R,2S,4S,6R,8S)-2-(Diethyl-isopropyl-silanyloxy)-4-methoxy-5,7-dioxa-tricyclo[6.2.1.02,6]undec-9-en-10-yl]-methanol (223786-94-5) + Cyclohexanecarboxylic acid (98-89-5) → cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.02,6]undec-9-en-10-ylmethyl ester (652974-75-9)

Guidance literature:

Cyclohexanecarboxylic acid; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.25h;

[(1R,2S,4S,6R,8S)-2-(Diethyl-isopropyl-silanyloxy)-4-methoxy-5,7-dioxa-tricyclo[6.2.1.0^2,6]undec-9-en-10-yl]-methanol; In dichloromethane; at 23 ℃; for 2h;

DOI:10.1016/j.tet.2003.10.062

Reference yield: 72.0%

cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.02,6]undec-9-en-10-ylmethyl ester (652974-75-9) → (1R,2S,4S,6R,8S,9R)-1-{2-(diethylisopropylsilyloxy)-4-methoxy-10-methylidene-5,7-dioxatricyclo[6.2.1.02,6]undec-9-yl}-cyclohexanecarboxylic acid (652974-76-0)

Guidance literature:

cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester; With potassium hexamethylsilazane; In toluene; at -78 ℃; for 1h;

With chloro-trimethyl-silane; diethylamine; In toluene; at -78 - 70 ℃; for 14h;

DOI:10.1016/j.tet.2003.10.062

Reference yield:

cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.02,6]undec-9-en-10-ylmethyl ester (652974-75-9) → (1R,2S,4S,6R,8S,9R,10R)-4-Methoxy-10-methyl-9-(1-methyl-cyclohexyl)-5,7-dioxa-tricyclo[6.2.1.02,6]undecan-2-ol

Guidance literature:

Multi-step reaction with 6 steps

1.1: KHMDS / toluene / 1 h / -78 °C

1.2: 72 percent / TMSCl; Et₂N / toluene / 14 h / -78 - 70 °C

2.1: diethyl ether / 0.5 h / 0 °C

3.1: DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

4.1: 29 percent / MeP(OPh)3I; NaBH₃CN; HMPA / 100 °C

5.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.67 h / 0 °C

6.1: 40 percent / {Ir(COD)[PCH₃(C₆H₅)2]2}PF₆ / tetrahydrofuran / 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium cyanoborohydride; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.2: Ireland-Claisen rearrangement;

DOI:10.1016/j.tet.2003.10.062

upstream raw materials:

[(1R,2S,4S,6R,8S)-2-(Diethyl-isopropyl-silanyloxy)-4-methoxy-5,7-dioxa-tricyclo[6.2.1.0^2,6]undec-9-en-10-yl]-methanol

Cyclohexanecarboxylic acid

Downstream raw materials:

(1R,2S,4S,6R,8S,9R)-1-{2-(diethylisopropylsilyloxy)-4-methoxy-10-methylidene-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-yl}-cyclohexanecarboxylic acid

(1R,2S,4S,6R,8S,9S)-4-Methoxy-9-(1-methyl-cyclohexyl)-10-methylene-5,7-dioxa-tricyclo[6.2.1.0^2,6]undecan-2-ol

C₂₄H₄₀O₄Si

1-{(1R,2S,4S,6R,8S,9S)-2-diethylisopropylsilyloxy-4-methoxy-10-methylidene-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-yl}-1-methylcyclohexane

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 652974-75-9 cyclohexanecarboxylic acid (1R,2S,4S,6R,8S)-2-(diethylisopropylsilyloxy)-4-methoxy-5,7-dioxatricyclo[6.2.1.0^2,6]undec-9-en-10-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send