(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

Base Information

Chemical Name:(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol
CAS No.:208984-48-9
Molecular Formula:C₃₉H₇₂O₆Si₂
Molecular Weight:693.168
Hs Code.:

(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

Synonyms:(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

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Chemical Property of (Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

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Technology Process of (Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

There total 17 articles about (Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol 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: 87.0%

: 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

: 208984-48-9
(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
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

: 208984-48-9
(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

Guidance literature:: Multi-step reaction with 5 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

5: 87 percent / DDQ / CH₂Cl₂; H₂O

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water;
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

: 208984-48-9
(Z)-(2R,3S,4R,8R,9S,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,6,8-tetramethyl-undec-5-en-1-ol

Guidance literature:: Multi-step reaction with 6 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

6: 87 percent / DDQ / CH₂Cl₂; H₂O

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; iodine; trimethylaluminum; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja00153a030