(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

Base Information

Chemical Name:(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one
CAS No.:280559-71-9
Molecular Formula:C₁₈H₂₃N₃O₃
Molecular Weight:329.399
Hs Code.:

Synonyms:(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

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Chemical Property of (2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

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Technology Process of (2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

There total 5 articles about (2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one 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:

: Methanesulfonic acid (1R,3S)-3-((2R,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-cyclopentyl ester

: 280559-71-9
(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 1h;
DOI:10.1016/S0968-0896(00)00008-0

Reference yield:

: 930-30-3
cyclopent-2-enone

: 280559-71-9
(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

1.2: 31 percent / tetrahydrofuran / 2 h / -70 °C

2.1: 33 percent / NaBH₄ / methanol / 1 h / -78 - 0 °C

3.1: Et₃N / ethyl acetate / 1 h / 0 °C

4.1: 9.55 g / NaN₃ / dimethylformamide / 1 h / 90 °C

With sodium tetrahydroborate; sodium azide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; cyclohexane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Addition / 2.1: Reduction / 3.1: Substitution / 4.1: Substitution;
DOI:10.1016/S0968-0896(00)00008-0

Reference yield:

: 116907-30-3
(2R,5R)-2-(tert-butyl)-5-phenyl-1,3-dioxolan-4-one

: 280559-71-9
(2R,5R)-2-tert-butyl-5-[(1S,3S)-3-azidocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

1.2: 31 percent / tetrahydrofuran / 2 h / -70 °C

2.1: 33 percent / NaBH₄ / methanol / 1 h / -78 - 0 °C

3.1: Et₃N / ethyl acetate / 1 h / 0 °C

4.1: 9.55 g / NaN₃ / dimethylformamide / 1 h / 90 °C

With sodium tetrahydroborate; sodium azide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; cyclohexane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Addition / 2.1: Reduction / 3.1: Substitution / 4.1: Substitution;
DOI:10.1016/S0968-0896(00)00008-0