(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

Base Information

Chemical Name:(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol
CAS No.:160961-80-8
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

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Chemical Property of (E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

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Technology Process of (E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

There total 4 articles about (E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-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: 93.0%

: (E)-ethyl 3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-enoate

: 160961-80-8
(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(02)01660-5

Reference yield: 62.0%

: C₁₉H₂₆O₆

: 132352-47-7
(E)-3-((4S,5S)-5-((4-ethoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol

: 160961-80-8
(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201200523

Reference yield:

: (2E,4E)-6-(4-Methoxy-benzyloxy)-hexa-2,4-dienoic acid ethyl ester

: 160961-80-8
(E)-3-[(4S,5S)-5-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / AD-mix-α; K2OsO4*2H2O; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 46 h / 0 °C

2: 97 percent / p-toluenesulfonic acid / dimethylformamide

3: 93 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 °C

With potassium osmate(VI); AD-mix-α; methanesulfonamide; diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)01660-5