(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

Base Information

Chemical Name:(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal
CAS No.:209345-81-3
Molecular Formula:C₂₇H₄₂O₆Si
Molecular Weight:490.712
Hs Code.:

Synonyms:(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

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Chemical Property of (3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

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Technology Process of (3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

There total 10 articles about (3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal 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: 72.0%

: (S)-4-((2R,6S)-2-Benzyloxy-4-methylene-6-triisopropylsilanyloxy-non-8-enyl)-oxetan-2-one

: 209345-81-3
(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

Guidance literature:: With ozone; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4039(98)00686-8

Reference yield:

: 209345-84-6
(S)-7-(trimethylsilyl)hept-1-en-6-yn-4-ol

: 209345-81-3
(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / TsOH / CH₂Cl₂

2: 93 percent / K₂CO₃ / methanol

3: 1.) Me₃SnCuLiBr; 2.) MeLi; 3.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C

4: KH / tetrahydrofuran

5: TsOH / methanol

6: imidazole

7: DDQ

8: Swern oxidn.

9: 1.) MgBr₂*OEt₂; 2.) KF*2H₂O / 1.) CH₂Cl₂, -60 deg C, 12 h; 2.) CH₃CN

10: 72 percent / ozone / CH₂Cl₂ / -78 °C

With 1H-imidazole; potassium fluoride; Me₃SnCu*LiBr; Swern oxidn; methyllithium; potassium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; thien-2-yl(cyano)copper lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00686-8

Reference yield:

: 2-((S)-1-Prop-2-ynyl-but-3-enyloxy)-tetrahydro-pyran

: 209345-81-3
(3S,7S)-7-Benzyloxy-5-oxo-8-((S)-4-oxo-oxetan-2-yl)-3-triisopropylsilanyloxy-octanal

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Me₃SnCuLiBr; 2.) MeLi; 3.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C

2: KH / tetrahydrofuran

3: TsOH / methanol

4: imidazole

5: DDQ

6: Swern oxidn.

7: 1.) MgBr₂*OEt₂; 2.) KF*2H₂O / 1.) CH₂Cl₂, -60 deg C, 12 h; 2.) CH₃CN

8: 72 percent / ozone / CH₂Cl₂ / -78 °C

With 1H-imidazole; potassium fluoride; Me₃SnCu*LiBr; Swern oxidn; methyllithium; potassium hydride; toluene-4-sulfonic acid; ozone; thien-2-yl(cyano)copper lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00686-8