(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

Base Information

• Chemical Name: (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one
• CAS No.: 165126-49-8
• Molecular Formula: C₃₆H₄₆O₄Si
• Molecular Weight: 570.844
• Mol file: 165126-49-8.mol

Synonyms:(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

Chemical Property of (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

There total 18 articles about (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-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: 91.0%

(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-nona-2,6-dienyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one (164524-22-5) → (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one (165126-49-8)

Guidance literature:

With tetrapropylammonium perruthennate; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jo962312j

Reference yield: 91.0%

(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-nona-2,6-dienyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one → (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one (165126-49-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide;

DOI:10.1016/0040-4039(95)00588-4

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-nona-2,6-dienoyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one (165126-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 16 h / Ambient temperature

2: 1.) LDA, 2.) n-BuLi / 1.) THF, -78 - 0 deg C, 30 min, 2.) THF, -78 deg C, 5 min

3: 1.) Cp₂ZrHCl, 2.) I₂ / 1.) THF, rt, 2.) THF, rt, 20 min

4: CrCl₃, NiCl₂ / dimethylsulfoxide; dimethylformamide / 3 h / Ambient temperature

5: 91 percent / MMO, 4A MS, TPAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With 1H-imidazole; chromium chloride; Schwartz's reagent; n-butyllithium; tetrapropylammonium perruthennate; iodine; nickel dichloride; lithium diisopropyl amide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo962312j

upstream raw materials:

(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-nona-2,6-dienyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

tert-butylchlorodiphenylsilane

(1R,2R)-2-((Z)-(S)-9-Oxo-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-cyclopropanecarboxylic acid

(1R,2R)-2-((Z)-(S)-9-Oxo-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-cyclopropanecarboxylic acid tert-butyl ester

Downstream raw materials:

(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(1R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-nona-2,6-dienyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one

(Z)-(S)-9-{(1R,2R)-2-[(2E,6Z)-(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-nona-2,6-dienyl]-cyclopropyl}-4,5,8,9-tetrahydro-3H-oxonin-2-one