(R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate
• CAS No.: 1000291-89-3
• Molecular Formula: C₁₄H₂₅NO₄
• Molecular Weight: 271.357
• Mol file: 1000291-89-3.mol

Synonyms:(R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Chemical Property of (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

There total 4 articles about (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)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: 46.0%

tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (118667-62-2) → (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (1000291-89-3) + (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9)

Guidance literature:

With Lipase from Burkholeria cepacia; In tetrahydrofuran; aq. phosphate buffer; water; at 35 ℃; for 39h; pH=7; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/anie.201710261

Reference yield: 40.0%

tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (118667-62-2) → (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (1000291-89-3) + (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9) + (S)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Guidance literature:

With Burkholderia cepacia lipase; In tetrahydrofuran; aq. phosphate buffer; water; at 35 ℃; pH=7; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.202102739

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (1000291-89-3) + (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9) + (S)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: platinum(IV) oxide; hydrogenchloride; hydrogen / ethanol; water / 16 h / 20 °C

1.2: 16 h / 0 - 20 °C

2.1: Burkholderia cepacia lipase / water; tetrahydrofuran; aq. phosphate buffer / 35 °C / pH 7 / Inert atmosphere; Schlenk technique

With Burkholderia cepacia lipase; hydrogenchloride; platinum(IV) oxide; hydrogen; In tetrahydrofuran; aq. phosphate buffer; ethanol; water;

DOI:10.1002/chem.202102739

upstream raw materials:

tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

di-tert-butyl dicarbonate

ethyl 2-(pyridinyl-2)acetate

Downstream raw materials:

(-)-sparteine

(1R,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,7.0^10,15]heptadecane-8,16-dione

(-)-sparteine; bis-hydrogen sulfate