(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

Base Information

Chemical Name:(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol
CAS No.:1451061-85-0
Molecular Formula:C₃₆H₅₈O₄Si₂
Molecular Weight:611.025
Hs Code.:

Synonyms:(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

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Chemical Property of (2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

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Technology Process of (2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

There total 5 articles about (2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-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%

: [((1S)-1-{[(2R,6S)-6-(4-(benzyloxy)-2-{[tert-butyl(diphenyl)silyl]oxy}butyl)tetrahydro-2H-pyran-2-yl]methyl}but-3-en-1-yl)oxy](triethyl)silane

: 1451061-85-0
(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

Guidance literature:: With lithium naphthalenide; In tetrahydrofuran; at -30 ℃; for 0.5h; Inert atmosphere;
DOI:10.1055/s-0033-1338860

Reference yield:

: 500208-43-5
6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-one

: 1451061-85-0
(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 1.5 h / -78 °C

1.2: 1.5 h / -30 °C

2.1: 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate / 1,4-dioxane; water / 15 h / 20 °C / Inert atmosphere

3.1: (-)-(+)-methoxy(diisopinocampheyl)borane / diethyl ether / 1.08 h / -78 - 20 °C / Inert atmosphere

3.2: 2.5 h / -78 °C / Inert atmosphere

3.3: 0.5 h / 30 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 0.25 h

5.1: lithium naphthalenide / tetrahydrofuran / 0.5 h / -30 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate; (-)-(+)-methoxy(diisopinocampheyl)borane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water;
DOI:10.1055/s-0033-1338860

Reference yield:

: (2S)-1-[(2R,6S)-6-(4-(benzyloxy)-2-{[tert-butyl(diphenyl)silyl]oxy}butyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

: 1451061-85-0
(2S)-1-[(2R,6S)-6-(2-{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxybutyl)tetrahydro-2H-pyran-2-yl]pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 0.25 h

2: lithium naphthalenide / tetrahydrofuran / 0.5 h / -30 °C / Inert atmosphere

With 1H-imidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0033-1338860