8-Tridecen-1-ol, 5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-, (2S,3S,4R,5R,6S,8Z,10S,11R,12S)-

Base Information

Chemical Name:8-Tridecen-1-ol, 5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-, (2S,3S,4R,5R,6S,8Z,10S,11R,12S)-
CAS No.:252342-53-3
Molecular Formula:C58H88O6Si2
Molecular Weight:937.504
Hs Code.:
Mol file:252342-53-3.mol

8-Tridecen-1-ol,
5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth
oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-,
(2S,3S,4R,5R,6S,8Z,10S,11R,12S)-

Synonyms:

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Chemical Property of 8-Tridecen-1-ol, 5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-, (2S,3S,4R,5R,6S,8Z,10S,11R,12S)-

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Technology Process of 8-Tridecen-1-ol, 5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-, (2S,3S,4R,5R,6S,8Z,10S,11R,12S)-

There total 22 articles about 8-Tridecen-1-ol, 5,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(4-methoxyphenyl)meth oxy]-2,4,6,8,10,12-hexamethyl-13-(triphenylmethoxy)-, (2S,3S,4R,5R,6S,8Z,10S,11R,12S)- 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: 95.0%

: 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

: 252342-53-3
(Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-13-trityloxy-tridec-8-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 4.5h;
DOI:10.1021/ja0015287

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

: 252342-53-3
(Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-13-trityloxy-tridec-8-en-1-ol

Guidance literature:: Multi-step reaction with 8 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

7.1: DIBAL-H / 0 °C

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

: 252342-53-3
(Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-13-trityloxy-tridec-8-en-1-ol

Guidance literature:: Multi-step reaction with 7 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

6.1: DIBAL-H / 0 °C

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