(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

Base Information

Chemical Name:(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol
CAS No.:896451-30-2
Molecular Formula:C₃₃H₄₈O₇
Molecular Weight:556.74
Hs Code.:

Synonyms:(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

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Chemical Property of (E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

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Technology Process of (E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

There total 5 articles about (E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol 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:

: (E)-(4S,5R,6S,8S)-9-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methoxy-5-(4-methoxy-benzyloxy)-2,4,8-trimethyl-non-2-en-1-one

: 896451-30-2
(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1021/ol0607995

Reference yield:

: 896451-25-5
(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-2,6-dimethylnon-7-yn-5-ol

: 896451-30-2
(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 12 h / 23 °C

2.1: ClTi(Oi-Pr)3; c-C₅H₉MgCl / toluene; hexane; diethyl ether / -78 - -30 °C

2.2: 65 percent / BF₃*OEt₂ / toluene; hexane; diethyl ether / 1 h / -78 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.1: 28 mg / L-Selectride / tetrahydrofuran; hexane / 0.5 h / -78 °C

With triisopropoxytitanium(IV) chloride; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; cyclopentylmagnesium chloride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0607995

Reference yield:

: 896451-32-4
(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne

: 896451-30-2
(E)-(1S,4S,5R,6S,8S)-5-(para-methoxybenzyloxy)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,4,8-trimethylnon-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: ClTi(Oi-Pr)3; c-C₅H₉MgCl / toluene; hexane; diethyl ether / -78 - -30 °C

1.2: 65 percent / BF₃*OEt₂ / toluene; hexane; diethyl ether / 1 h / -78 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.1: 28 mg / L-Selectride / tetrahydrofuran; hexane / 0.5 h / -78 °C

With triisopropoxytitanium(IV) chloride; L-Selectride; cyclopentylmagnesium chloride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ol0607995