(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

Base Information

Chemical Name:(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol
CAS No.:84064-31-3
Molecular Formula:C₂₉H₅₂O₃Si₂
Molecular Weight:504.901
Hs Code.:

Synonyms:(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

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Chemical Property of (1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

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Technology Process of (1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

There total 1 articles about (1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol 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: 89.0%

: 73061-27-5
lithium methoxy(trimethylsilyl)methylide

: 84051-33-2
(2S,3R,6S)-6-((R)-1-(benzyloxy)prop-2-yl)-3-methyl-2-((E)-3-(trimethylsilyl)but-2-en-1-yl)cyclohexanone

: 84051-34-3
(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((R)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

: 84064-31-3
(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

Guidance literature:: In tetrahydrofuran; at -78 ℃; Yields of byproduct given;
DOI:10.1021/ja00341a054

Reference yield:

: 84064-31-3
(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

: 84051-38-7,84064-33-5
(R)-2-[(3S,4R)-2-(Hydroperoxy-methoxy-methyl)-4-methyl-3-(3-oxo-butyl)-cyclohex-1-enyl]-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: Li, NH₃

2: PCC / CH₂Cl₂ / 15 h

3: m-CPBA / CH₂Cl₂

4: TFA / CH₂Cl₂ / 0.05 h / 0 °C

5: 95 percent / n-Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

6: 60 percent / O₂, methylene blue / CH₂Cl₂ / Irradiation

With tetrabutyl ammonium fluoride; ammonia; oxygen; methylene blue; lithium; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00341a054

Reference yield:

: 84064-31-3
(1S,2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-1-((S)-methoxy-trimethylsilanyl-methyl)-3-methyl-2-((E)-3-trimethylsilanyl-but-2-enyl)-cyclohexanol

: 84051-37-6
(R)-2-[(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: Li, NH₃

2: PCC / CH₂Cl₂ / 15 h

3: m-CPBA / CH₂Cl₂

4: TFA / CH₂Cl₂ / 0.05 h / 0 °C

5: 95 percent / n-Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; ammonia; lithium; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00341a054