(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

Base Information

Chemical Name:(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate
CAS No.:1365757-09-0
Molecular Formula:C₂₉H₄₇NO₄
Molecular Weight:473.696
Hs Code.:

Synonyms:(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

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Chemical Property of (S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

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Technology Process of (S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

There total 7 articles about (S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate 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: 87.0%

: 1085301-07-0
(S)‐2‐((4S,5R)‐2,2‐dimethyl‐5‐tetradecyl‐1,3‐dioxolan‐4‐yl)aziridine

: 501-53-1,94274-21-2
benzyl chloroformate

: 1365757-09-0
(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 916159-68-7
(2S,3S,4R)-2-azido-1-(tert-butyldiphenylsilyloxy)octadecane-3,4-diol

: 1365757-09-0
(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / dichloromethane / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3: triethylamine / tetrahydrofuran / 0 - 20 °C

4: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 60 °C

5: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 4: Staudinger reduction;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 77844-50-9
(2S,3S,4R)-2-aminooctadecane-1,3,4-triol hydrochloride

: 1365757-09-0
(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: triflic azide; potassium carbonate; copper(II) sulfate / methanol; dichloromethane / 20 °C

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 20 °C

3: toluene-4-sulfonic acid / dichloromethane / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

5: triethylamine / tetrahydrofuran / 0 - 20 °C

6: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 60 °C

7: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; triflic azide; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; copper(II) sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 6: Staudinger reduction;
DOI:10.1016/j.tetlet.2012.02.066