(1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol

Base Information

• Chemical Name: (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol
• CAS No.: 439856-96-9
• Molecular Formula: C₄₁H₄₆O₆Si₂
• Molecular Weight: 690.984

Synonyms:(1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol

Chemical Property of (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol

There total 13 articles about (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-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: 66.0%

Triphenylsilyl chloride (76-86-8) + (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-oxa-tricyclo[8.3.0.04,6]tridec-10-ene-2,7-diyne-1,9-diol (439857-69-9) → (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.04,6]tridec-10-ene-2,7-diyn-1-ol (439856-96-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 23 ℃; for 2.5h;

DOI:10.1021/ja012487x

Reference yield:

(R)-1-[(2S,3R)-3-[(tert-Butyl-dimethyl-silanyl)-ethynyl]-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylethynyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-dimethoxymethyl-cyclopent-2-enol → (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.04,6]tridec-10-ene-2,7-diyn-1-ol (439856-96-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

2: 92 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 0 - 23 °C

3: 90 percent / p-toluenesulfonic acid / acetone / 0.25 h / 23 °C

4: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

5: 82 percent / lithium hexamethyldisilazide; CeCl₃ / tetrahydrofuran / 0.17 h / -78 °C

6: 75 percent / KF / methanol / 2 h / 23 °C

7: 66 percent / Et₃N; DMAP / CH₂Cl₂ / 2.5 h / 23 °C

With 2,6-dimethylpyridine; dmap; potassium fluoride; cerium(III) chloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1021/ja012487x

Reference yield:

t-butyl-[3-(2,2-dimethyl[1,3]dioxolan-4-yl)-3-ethynyloxiranylethynyl]dimethylsilane (439856-68-5) → (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.04,6]tridec-10-ene-2,7-diyn-1-ol (439856-96-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium hexamethyldisilazide / toluene / 0.42 h / -78 °C

1.2: 5.55 g / toluene / 0.67 h / -78 °C

2.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

3.1: 92 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 0 - 23 °C

4.1: 90 percent / p-toluenesulfonic acid / acetone / 0.25 h / 23 °C

5.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

6.1: 82 percent / lithium hexamethyldisilazide; CeCl₃ / tetrahydrofuran / 0.17 h / -78 °C

7.1: 75 percent / KF / methanol / 2 h / 23 °C

8.1: 66 percent / Et₃N; DMAP / CH₂Cl₂ / 2.5 h / 23 °C

With 2,6-dimethylpyridine; dmap; potassium fluoride; cerium(III) chloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene;

DOI:10.1021/ja012487x

upstream raw materials:

Triphenylsilyl chloride

(1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyne-1,9-diol

(R)-1-{(2R,3R)-3-[(tert-Butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-ethane-1,2-diol

t-butyl-[3-(2,2-dimethyl[1,3]dioxolan-4-yl)-3-ethynyloxiranylethynyl]dimethylsilane

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 439856-96-9 (1R,4S,6R,9S,12R)-12-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-triphenylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-10-ene-2,7-diyn-1-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send