(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Base Information

Chemical Name:(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:208984-47-8
Molecular Formula:C₄₇H₈₀O₇Si₂
Molecular Weight:813.319
Hs Code.:

(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Synonyms:(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Chemical Property of (2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Technology Process of (2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

There total 18 articles about (2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 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: 14.0%

: {(Z)-(1S,2R)-4-Bromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-3-enyloxy}-tert-butyl-dimethyl-silane

: 208984-26-3
tert-Butyl-((1R,2S)-3-iodo-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propoxy)-dimethyl-silane

: 208984-47-8
(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; magnesium bromide;
DOI:10.1021/ja00153a030

Reference yield:

: 172269-19-1
(2S,3R,4R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

: 208984-47-8
(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂

2: 88 percent / DIBAL / tetrahydrofuran

3: 41 percent / n-BuLi, I₂, NaHMDS / tetrahydrofuran

4: 1.) ZnCl₂, t-BuLi, 2.) Pd(PPh₃)4 / 1.) Et₂O, -78 deg C, 2.) Et₂O, RT

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00153a030

Reference yield:

: 172269-36-2
(S)-4-benzyl-3-{(2S,3R,4R)-3-hydroxy-5-[(4methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

: 208984-47-8
(2R,4R,5R)-4-[(Z)-(1S,2S,3R,7R,8S,9R)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,5,7,9-pentamethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / AlMe₃ / tetrahydrofuran

2: 100 percent / 2,6-lutidine / CH₂Cl₂

3: 88 percent / DIBAL / tetrahydrofuran

4: 41 percent / n-BuLi, I₂, NaHMDS / tetrahydrofuran

5: 1.) ZnCl₂, t-BuLi, 2.) Pd(PPh₃)4 / 1.) Et₂O, -78 deg C, 2.) Et₂O, RT

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; iodine; trimethylaluminum; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00153a030