(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Base Information

Chemical Name:(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol
CAS No.:444109-36-8
Molecular Formula:C₃₆H₆₂O₆Si₂
Molecular Weight:647.056
Hs Code.:

(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Synonyms:(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Suppliers and Price of (Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

There total 17 articles about (Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol 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: 80.0%

: 444109-34-6
Isobutyric acid (Z)-(1S,4S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,3S)-2-hydroxy-3-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyl}-4,6-dimethyl-8-trimethylsilanyl-non-7-en-2-ynyl ester

: 444109-36-8
(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

: 444109-35-7
(Z)-(2S,5S,6R,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-[(2R,4S,5S,6R)-6-((S)-2-hydroxy-1-methyl-ethyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-5,7-dimethyl-9-trimethylsilanyl-dec-8-en-3-yn-2-ol

Guidance literature:: Isobutyric acid (Z)-(1S,4S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,3S)-2-hydroxy-3-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyl}-4,6-dimethyl-8-trimethylsilanyl-non-7-en-2-ynyl ester; With potassium hydroxide; In methanol; at 20 ℃;

With silica gel; Further stages.;
DOI:10.1021/ol026139r

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 444109-36-8
(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Guidance literature:: Multi-step reaction with 13 steps

1.1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2.1: O₃; Py / methanol / -78 °C

3.1: PPh₃ / CH₂Cl₂ / 4 h / 0 °C

4.1: n-BuLi / tetrahydrofuran / 1 h / -78 - -20 °C

4.2: 79 percent / tetrahydrofuran / 8 h / -78 - 20 °C

5.1: [Cp₂Zr(H)Cl] / tetrahydrofuran / 1 h / 55 °C

5.2: 92 percent / I₂ / tetrahydrofuran / 0.33 h / 20 °C

6.1: 88 percent / ZnCl₂; Pd(PPh₃)4 / tetrahydrofuran / 2 h / 20 °C

7.1: 95 percent / LDBB / tetrahydrofuran / 2.5 h / -78 °C

8.1: 4.40 g / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

9.1: PPh₃ / CH₂Cl₂ / 4 h / 0 °C

10.1: n-BuLi / tetrahydrofuran / 1 h / -78 - -20 °C

10.2: 78 percent / 8 h / -78 - -20 °C

11.1: Bu₂BOTf; iPr₂NEt / CH₂Cl₂ / 0.75 h / -78 °C

11.2: 76 percent / CH₂Cl₂ / 1 h / -78 °C

12.1: 95 percent / SmI₂ / tetrahydrofuran / 4 h / -10 °C

13.1: KOH / methanol / 20 °C

13.2: 20 percent / SiO₂

With pyridine; 2,6-dimethylpyridine; potassium hydroxide; Schwartz's reagent; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; oxalyl dichloride; lithium 4,4′-di(tert-butyl)biphenyl; di-n-butylboryl trifluoromethanesulfonate; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 3.1: Corey-Fuchs homologation / 8.1: Swern oxidation;
DOI:10.1021/ol026139r

Reference yield:

: 444109-29-9
(1E,3S,4R,5S)-6-benzyloxy-4-(tert-butyldimethylsilanyloxy)-3,5-dimethyl-1-iodo-1-trimethylsilanyl-hex-1-ene

: 444109-36-8
(Z)-(2S,3S,5S,8S,9R,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-2-[(2S,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-12-trimethylsilanyl-tridec-11-en-6-yne-3,5-diol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 88 percent / ZnCl₂; Pd(PPh₃)4 / tetrahydrofuran / 2 h / 20 °C

2.1: 95 percent / LDBB / tetrahydrofuran / 2.5 h / -78 °C

3.1: 4.40 g / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

4.1: PPh₃ / CH₂Cl₂ / 4 h / 0 °C

5.1: n-BuLi / tetrahydrofuran / 1 h / -78 - -20 °C

5.2: 78 percent / 8 h / -78 - -20 °C

6.1: Bu₂BOTf; iPr₂NEt / CH₂Cl₂ / 0.75 h / -78 °C

6.2: 76 percent / CH₂Cl₂ / 1 h / -78 °C

7.1: 95 percent / SmI₂ / tetrahydrofuran / 4 h / -10 °C

8.1: KOH / methanol / 20 °C

8.2: 20 percent / SiO₂

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; oxalyl dichloride; lithium 4,4′-di(tert-butyl)biphenyl; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 3.1: Swern oxidation;
DOI:10.1021/ol026139r