(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

Base Information

Chemical Name:(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine
CAS No.:1344994-21-3
Molecular Formula:C₂₉H₄₉NO₂
Molecular Weight:443.714
Hs Code.:

Synonyms:(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

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Chemical Property of (S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

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Technology Process of (S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

There total 6 articles about (S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine 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:

: C₂₇H₄₅NO₂

: 1826-67-1
vinyl magnesium bromide

: 1344994-21-3
(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

Guidance literature:: In tetrahydrofuran; at -20 - 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.08.170

Reference yield:

: tert-butyl(((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)methoxy)dimethylsilane

: 1344994-21-3
(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

3: dichloromethane / 0 - 20 °C / Molecular sieve

4: tetrahydrofuran / -20 - 20 °C / Inert atmosphere

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;
DOI:10.1016/j.tetlet.2011.08.170

Reference yield:

: 1344994-23-5
(2S,3S)-heptadecane-1,2,3-triol

: 1344994-21-3
(S)-N-benzyl-1-((4S,5S)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)prop-2-en-1-amine

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / dichloromethane / 2 h / 20 °C

2: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

5: dichloromethane / 0 - 20 °C / Molecular sieve

6: tetrahydrofuran / -20 - 20 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 4: Swern oxidation;
DOI:10.1016/j.tetlet.2011.08.170