(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

Base Information

Chemical Name:(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene
CAS No.:321992-53-4
Molecular Formula:C₂₅H₄₂O₃Si
Molecular Weight:418.692
Hs Code.:

Synonyms:(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

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Chemical Property of (3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

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Technology Process of (3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

There total 3 articles about (3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene 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: 82.0%

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 140925-58-2
(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-diol

: 321992-53-4
(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 19h;
DOI:10.1021/ol006835w

Reference yield:

: 116546-78-2
(S)-1-benzyloxy-2-methylpentan-3-one

: 321992-53-4
(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / diethyl ether / 2 h / -22 °C

1.2: diethyl ether / 2 h / -22 °C

2.1: LiBH₄ / diethyl ether; tetrahydrofuran / -90 - -78 °C

2.2: 0.3658 g / H₂O₂; aq. NaOH / methanol; H₂O / 3 h / 0 - 20 °C / pH 7

3.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 19 h / 20 °C

With 2,6-dimethylpyridine; lithium borohydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol006835w

Reference yield:

: C₂₉H₄₅BO₃

: 321992-53-4
(3R,4R,5R,6S)-7-benzyloxy-2,4,6-trimethyl-3,5-[[bis(1,1-dimethylethyl)-silylene]dioxy]-1-heptene

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiBH₄ / diethyl ether; tetrahydrofuran / -90 - -78 °C

1.2: 0.3658 g / H₂O₂; aq. NaOH / methanol; H₂O / 3 h / 0 - 20 °C / pH 7

2.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 19 h / 20 °C

With 2,6-dimethylpyridine; lithium borohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol006835w