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

Base Information

Chemical Name:(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne
CAS No.:896451-32-4
Molecular Formula:C₂₇H₃₆O₄
Molecular Weight:424.58
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne

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Technology Process of (2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne

There total 1 articles about (2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne 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: 88.0%

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

: 824-94-2
p-methoxybenzyl chloride

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

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 12h;
DOI:10.1021/ol0607995

Reference yield: 65.0%

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

: 22323-80-4
(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: (E)-(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:: (2S,4S,5R,6S)-1-benzyloxy-4-methoxy-5-para-methoxybenzyloxy-2,6-dimethyl-7-nonyne; With triisopropoxytitanium(IV) chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; toluene; at -78 - -30 ℃;

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde; With boron trifluoride diethyl etherate; In diethyl ether; hexane; toluene; at -78 ℃; for 1h;
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

: (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

Guidance literature:: Multi-step reaction with 2 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

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