benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Base Information

Chemical Name:benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate
CAS No.:1450762-34-1
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

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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 benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

There total 9 articles about benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-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: 91.0%

: 1450762-33-0
(2R,3S)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidin-3-ol

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

: 1450762-34-1
benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1055/s-0033-1338706

Reference yield:

: 18871-63-1
3,3-ethylenedioxybutanal

: 1450762-34-1
benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: C₂₀H₂₁F₆N₃O₂ / toluene / 48 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

3: Dess-Martin periodane / dichloromethane / 16 h / 20 °C

4: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 1 h / -78 °C

5: triethylamine / dichloromethane / 1 h / 0 °C

6: sodium azide / N,N-dimethyl acetamide / 96 h / 80 °C / Inert atmosphere

7: potassium carbonate; palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

8: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / Reflux

9: triethylamine / dichloromethane / 16 h / 0 - 20 °C

With lithium aluminium tetrahydride; sodium azide; C₂₀H₂₁F₆N₃O₂; palladium 10% on activated carbon; hydrogen; potassium tri-sec-butyl-borohydride; potassium carbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; toluene;
DOI:10.1055/s-0033-1338706

Reference yield:

: 1450762-29-4
(S)-5-[(R)-1-azido-2-(2-methyl-1,3-dioxolan-2-yl)ethyl]-dihydrofuran-2(3H)-one

: 1450762-34-1
benzyl (2R,3S)-3-hydroxy-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / Reflux

3: triethylamine / dichloromethane / 16 h / 0 - 20 °C

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-0033-1338706