(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

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Chemical Name:(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl
CAS No.:1448544-46-4
Molecular Formula:C₃₁H₅₃NO₃Si
Molecular Weight:515.852
Hs Code.:

Synonyms:(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

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Chemical Property of (2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

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Technology Process of (2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

There total 10 articles about (2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl 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: 30.0%

: C₁₅H₁₆FeN₂O₄

: C₁₈H₃₇CuO₂Si

: 1448544-46-4
(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

Guidance literature:: C₁₅H₁₆FeN₂O₄; C₁₈H₃₇CuO₂Si; In tetrahydrofuran; at -78 - 20 ℃; for 23h; Inert atmosphere;

With air; In chloroform; at 20 ℃; for 96h; Inert atmosphere;
DOI:10.1039/c3ob40894a

Reference yield:

: 1448544-38-4
(1S)-1-[(1R)-2-(benzyloxy)-1-methylethyl]prop-2-en-1-yl-(2S)-2-methylbut-3-enoate

: 1448544-46-4
(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

Guidance literature:: Multi-step reaction with 7 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Inert atmosphere; Reflux

2.1: hydrogen; palladium 10% on activated carbon / diethyl ether / 1 h / 20 °C / Inert atmosphere

3.1: dmap; 1H-imidazole / dichloromethane / 20 h / 20 °C / Inert atmosphere

4.1: toluene / 1 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 - -50 °C / Inert atmosphere

5.1: 4,4'-di-tert-butylbiphenyl; lithium / pentane; tetrahydrofuran / 7 h / 0 °C / Inert atmosphere; Sonication

5.2: 1 h / -78 °C / Inert atmosphere

6.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: 0.5 h / -78 - 0 °C / Inert atmosphere

7.1: tetrahydrofuran / 23 h / -78 - 20 °C / Inert atmosphere

7.2: air / 96 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; n-butyllithium; 4,4'-di-tert-butylbiphenyl; palladium 10% on activated carbon; hydrogen; lithium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane;
DOI:10.1039/c3ob40894a

Reference yield:

: 1448544-40-8
(3S,6S)-6-[(1R)-2-(benzyloxy)-1-methylethyl]-3-methyl-3,6-dihydro-2H-pyran-2-one

: 1448544-46-4
(2S,3S,6S)-6-[(1R)-2-triisopropylsilyloxy-1-methylethyl]-3-methyltetrahydro-2H-pyran-2-yl

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogen; palladium 10% on activated carbon / diethyl ether / 1 h / 20 °C / Inert atmosphere

2.1: dmap; 1H-imidazole / dichloromethane / 20 h / 20 °C / Inert atmosphere

3.1: toluene / 1 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - -50 °C / Inert atmosphere

4.1: 4,4'-di-tert-butylbiphenyl; lithium / pentane; tetrahydrofuran / 7 h / 0 °C / Inert atmosphere; Sonication

4.2: 1 h / -78 °C / Inert atmosphere

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 0.5 h / -78 - 0 °C / Inert atmosphere

6.1: tetrahydrofuran / 23 h / -78 - 20 °C / Inert atmosphere

6.2: air / 96 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; n-butyllithium; 4,4'-di-tert-butylbiphenyl; palladium 10% on activated carbon; hydrogen; lithium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane;
DOI:10.1039/c3ob40894a