(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester
CAS No.:444109-40-4
Molecular Formula:C₃₉H₆₈O₈Si₂
Molecular Weight:721.135
Hs Code.:

(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Synonyms:(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Suppliers and Price of (R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

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 (R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

There total 24 articles about (R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl 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: 98.0%

: 444109-38-0
(R)-2-[(2R,4S,5S,6S)-6-[(Z)-(2S,5S,6R,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-dec-8-en-3-ynyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

: 444109-40-4
(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In hexane; for 8h;
DOI:10.1021/ol026139r

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 444109-40-4
(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 90 percent / p-TSA / dimethylformamide / 3 h / 20 °C

2.1: 95 percent / O₃; Py / methanol / -78 °C

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

3.2: 76 percent / CH₂Cl₂ / 1 h / -78 °C

4.1: 95 percent / SmI₂ / tetrahydrofuran / 4 h / -10 °C

5.1: KOH / methanol / 20 °C

5.2: 20 percent / SiO₂

6.1: 80 percent / SiO₂ / hexane

7.1: RuCl₂(PPh₃)3 / benzene / 6 h / 20 °C

8.1: NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s)

9.1: 83 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

10.1: 98 percent / H₂; quinoline / Pd/CaCO₃/Pb / hexane / 8 h

With pyridine; quinoline; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; tris(triphenylphosphine)ruthenium(II) chloride; samarium diiodide; di-n-butylboryl trifluoromethanesulfonate; hydrogen; silica gel; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 11.1: Lindlar reduction;
DOI:10.1021/ol026139r

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 444109-40-4
(R)-2-[(2R,4S,5S,6S)-6-[(3Z,8Z)-(2S,5S,6S,7S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-5,7-dimethyl-9-trimethylsilanyl-deca-3,8-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 19 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

14.1: 80 percent / SiO₂ / hexane

15.1: RuCl₂(PPh₃)3 / benzene / 6 h / 20 °C

16.1: NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s)

17.1: 83 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

18.1: 98 percent / H₂; quinoline / Pd/CaCO₃/Pb / hexane / 8 h

With pyridine; 2,6-dimethylpyridine; quinoline; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; Schwartz's reagent; tris(triphenylphosphine)ruthenium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; oxalyl dichloride; lithium 4,4′-di(tert-butyl)biphenyl; di-n-butylboryl trifluoromethanesulfonate; hydrogen; silica gel; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol; benzene; 3.1: Corey-Fuchs homologation / 8.1: Swern oxidation / 19.1: Lindlar reduction;
DOI:10.1021/ol026139r