(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

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Chemical Name:(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one
CAS No.:861822-01-7
Molecular Formula:C₇₁H₁₀₈O₈Si₃
Molecular Weight:1173.89
Hs Code.:

(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

Synonyms:(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

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Chemical Property of (2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

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Technology Process of (2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

There total 15 articles about (2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-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:

: 861821-99-0
(2S,3R,4S)-3,7-bis(tert-butyldimethylsilyloxy)-2,4-dimethylheptan-1-ol

: 861822-01-7
(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine*SO₃; triethylamine / CH₂Cl₂; dimethylsulfoxide / 0 - 20 °C

2.1: Ph₃P

3.1: n-butyllithium

4.1: 86 percent / n-butyllithium

5.1: 95 percent / (S,S)-Noyori catalyst / propan-2-ol

6.1: 100 percent / H₂ / Lindlar catalyst / toluene

7.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

8.1: 71 percent / HF*pyridine; pyridine / tetrahydrofuran / 21 h / 0 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

10.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

10.2: 1.22 g / tetrahydrofuran; H₂O / 12 h

With pyridine; 2,6-dimethylpyridine; barium dihydroxide; n-butyllithium; hydrogen; sulfur trioxide pyridine complex; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; triphenylphosphine; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; toluene; 2.1: Corey-Fuchs dibromoolefination / 6.1: Lindlar hydrogenation / 9.1: Dess-Martin oxidation / 10.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm061385k

Reference yield:

: (2R,3R,4S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

: 861822-01-7
(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: Ph₃P

2.1: n-butyllithium

3.1: 86 percent / n-butyllithium

4.1: 95 percent / (S,S)-Noyori catalyst / propan-2-ol

5.1: 100 percent / H₂ / Lindlar catalyst / toluene

6.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

7.1: 71 percent / HF*pyridine; pyridine / tetrahydrofuran / 21 h / 0 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

9.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

9.2: 1.22 g / tetrahydrofuran; H₂O / 12 h

With pyridine; 2,6-dimethylpyridine; barium dihydroxide; n-butyllithium; hydrogen; Dess-Martin periodane; pyridine hydrogenfluoride; triphenylphosphine; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 1.1: Corey-Fuchs dibromoolefination / 5.1: Lindlar hydrogenation / 8.1: Dess-Martin oxidation / 9.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm061385k

Reference yield:

: 861821-96-7
(3S,4R,5S)-4,8-bis(tert-butyldimethylsilyloxy)-3,5-dimethyloct-1-yne

: 861822-01-7
(2R,4E,8S,9R,10S,11Z,13S,15S,16R,17E)-9,15-bis(tert-butyldimethylsilyloxy)-13-(tert-butyldimethylsilyloxy)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-8,10,16-trimethyl-19-(trityloxy)nonadeca-4,11,17-trien-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 86 percent / n-butyllithium

2.1: 95 percent / (S,S)-Noyori catalyst / propan-2-ol

3.1: 100 percent / H₂ / Lindlar catalyst / toluene

4.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5.1: 71 percent / HF*pyridine; pyridine / tetrahydrofuran / 21 h / 0 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

7.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 20 °C

7.2: 1.22 g / tetrahydrofuran; H₂O / 12 h

With pyridine; 2,6-dimethylpyridine; barium dihydroxide; n-butyllithium; hydrogen; Dess-Martin periodane; pyridine hydrogenfluoride; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 3.1: Lindlar hydrogenation / 6.1: Dess-Martin oxidation / 7.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm061385k