(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

Base Information

Chemical Name:(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal
CAS No.:912351-84-9
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:

Synonyms:(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

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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 (Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

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Technology Process of (Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

There total 6 articles about (Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal 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: 90.0%

: 912351-83-8
(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-en-1-ol

: 912351-84-9
(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-82-7
[(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enyloxy]-tert-butyl-diphenyl-silane

: 912351-84-9
(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / TBAF / CH₂Cl₂ / 12 h

2: 90 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In dichloromethane; 2: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 912351-84-9
(Z)-6-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-5-enal

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / imidazole / CH₂Cl₂ / 12 h / 0 °C

2: 82 percent / imidazole; I₂; PPh₃ / toluene / 0.5 h / 20 °C

3: 80 percent / toluene / 24 h / Heating

4: 75 percent / n-BuLi / tetrahydrofuran / 2 h / 0 °C

5: 93 percent / TBAF / CH₂Cl₂ / 12 h

6: 90 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 2 h / -78 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; iodine; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; 4: Wittig olefination / 6: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.043