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

Base Information

Chemical Name:benzyl (2R,3S)-3-(benzyloxy)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate
CAS No.:1450762-35-2
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

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

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Chemical Property of benzyl (2R,3S)-3-(benzyloxy)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

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

There total 10 articles about benzyl (2R,3S)-3-(benzyloxy)-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: 86.0%

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

: 100-39-0
benzyl bromide

: 1450762-35-2
benzyl (2R,3S)-3-(benzyloxy)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: With potassium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0033-1338706

Reference yield:

: 18871-63-1
3,3-ethylenedioxybutanal

: 1450762-35-2
benzyl (2R,3S)-3-(benzyloxy)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 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

10: potassium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium azide; C₂₀H₂₁F₆N₃O₂; palladium 10% on activated carbon; hydrogen; potassium hydride; potassium tri-sec-butyl-borohydride; potassium carbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; toluene; mineral oil;
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

: 1450762-35-2
benzyl (2R,3S)-3-(benzyloxy)-2-[(2-methyl-1,3-dioxolan-2-yl)methyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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

4: potassium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

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