tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane
CAS No.:876152-44-2
Molecular Formula:C₃₆H₅₄O₄Si
Molecular Weight:578.908
Hs Code.:

tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

Synonyms:tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

There total 10 articles about tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane 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:

: 27610-27-1,105814-63-9
5-(1-hydroxyethyl)dihydrofuran-2(3H)-one

: 876152-44-2
tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 70 percent / DIAD; PPh₃ / toluene / 16 h / 20 °C

2.1: 94 percent / KOH / ethanol / 2 h / 60 °C

3.1: 77 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

4.1: LDA / tetrahydrofuran / 2 h / -78 °C

4.2: tetrahydrofuran / 2 h / -78 °C

5.1: DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

6.1: BF₃*OEt₂ / CH₂Cl₂ / 1 h / -78 °C

7.1: TBAF / tetrahydrofuran / 16 h / 20 °C

8.1: 81 percent / NaH / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; potassium hydroxide; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Mitsunobu reaction;
DOI:10.1055/s-2005-918486

Reference yield:

: 876152-48-6
(S)-1-((2R,4S)-4-Methyl-5-phenylsulfanyl-tetrahydro-furan-2-yl)-ethanol

: 876152-44-2
tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / NaH / dimethylformamide / 2 h / 20 °C

With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918486

Reference yield:

: 876152-40-8
(S)-1-((R)-5-oxotetrahydrofuran-2-yl)ethyl 4-nitrobenzoate

: 876152-44-2
tert-Butyl-[2-((2S,3R,6S)-6-{(E)-(S)-3-[(2S,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / KOH / ethanol / 2 h / 60 °C

2.1: 77 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

3.1: LDA / tetrahydrofuran / 2 h / -78 °C

3.2: tetrahydrofuran / 2 h / -78 °C

4.1: DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

5.1: BF₃*OEt₂ / CH₂Cl₂ / 1 h / -78 °C

6.1: TBAF / tetrahydrofuran / 16 h / 20 °C

7.1: 81 percent / NaH / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; potassium hydroxide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918486