ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate

Base Information

• Chemical Name: ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate
• CAS No.: 770712-01-1
• Molecular Formula: C₁₈H₂₅NO₂
• Molecular Weight: 287.402
• Mol file: 770712-01-1.mol

Synonyms:ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate

Chemical Property of ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate

There total 6 articles about ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate 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: 65.0%

ethyl (2R)-3-ethoxy-2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}propionate (770712-00-0) → ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate (770712-01-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 8.5h;

DOI:10.1039/b406632d

Reference yield:

ethyl {(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acetate (773070-58-9) → ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate (770712-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 94 percent / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 65 percent / t-BuOK / tetrahydrofuran / 8.5 h / -78 °C

With potassium tert-butylate; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1039/b406632d

Reference yield:

5-chloropentan-1-ol (5259-98-3) → ethyl 2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acrylate (770712-01-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 45 percent / Et₃N / ethanol / 16 h / Heating

2.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 94 percent / tetrahydrofuran / 16 h / -78 - 20 °C

3.1: 65 percent / t-BuOK / tetrahydrofuran / 8.5 h / -78 °C

With potassium tert-butylate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; 1.1: Swern oxidation / 2.1: Horner-Wadsworth-Emmons reaction / 3.1: Finkelstein reaction;

DOI:10.1039/b406632d

upstream raw materials:

ethyl (2R)-3-ethoxy-2-{(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}propionate

ethyl {(2S)-1-[(1R)-1-phenylethyl]piperidin-2-yl}acetate

5-chloro-pentanal

5-chloropentan-1-ol

Downstream raw materials:

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