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

Base Information

Chemical Name:(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:252342-45-3
Molecular Formula:C₅₈H₈₆O₆Si₂
Molecular Weight:935.488
Hs Code.:

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

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

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

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

There total 19 articles about (2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-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:

: 132969-62-1
(2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone

: 252342-45-3
(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 7 steps

1.1: Me₃Al / -78 °C

2.1: Lut_.

3.1: DIBAL-H / -78 °C

4.1: ZnCl₂ / diethyl ether

4.2: t-BuLi / diethyl ether / -78 - 20 °C

4.3: 66 percent / Pd(PPh₃)4 / diethyl ether

5.1: DDQ

6.1: DMAP; pyridine

With pyridine; dmap; trimethylaluminum; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In diethyl ether; 5.3: Negishi coupling;
DOI:10.1021/ol9910870

Reference yield:

: 252342-49-7
(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

: 252342-45-3
(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 6 steps

1.1: Lut_.

2.1: DIBAL-H / -78 °C

3.1: ZnCl₂ / diethyl ether

3.2: t-BuLi / diethyl ether / -78 - 20 °C

3.3: 66 percent / Pd(PPh₃)4 / diethyl ether

4.1: DDQ

5.1: DMAP; pyridine

With pyridine; dmap; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In diethyl ether; 4.3: Negishi coupling;
DOI:10.1021/ol9910870

Reference yield:

: 303727-87-9
(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid N-methoxy-N-methyl-amide

: 252342-45-3
(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1.1: DIBAL-H / -78 °C

2.1: ZnCl₂ / diethyl ether

2.2: t-BuLi / diethyl ether / -78 - 20 °C

2.3: 66 percent / Pd(PPh₃)4 / diethyl ether

3.1: DDQ

4.1: DMAP; pyridine

With pyridine; dmap; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In diethyl ether; 3.3: Negishi coupling;
DOI:10.1021/ol9910870