1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester

Base Information

• Chemical Name: 1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester
• CAS No.: 58576-26-4
• Molecular Formula: C10H17NO2S
• Molecular Weight: 215.31
• Mol file: 58576-26-4.mol

Synonyms:1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester

Chemical Property of 1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester

Chemical Property:

• Boiling Point: 309.3±44.0 °C(Predicted)
• PKA: 1.58±0.20(Predicted)
• PSA: 61.63000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 1.69080

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester

There total 2 articles about 1-Piperidinepropanoic acid, 2-thioxo-, ethyl ester 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: 99.0%

piperidine-2-thione (13070-01-4) + ethyl acrylate (140-88-5,9003-32-1) → 1-(2-ethoxycarbonylethyl)piperidine-2-thione (58576-26-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 50 - 54 ℃; for 44.5h;

DOI:10.1016/S0040-4020(01)89049-9

Reference yield:

→ 1-(2-ethoxycarbonylethyl)piperidine-2-thione (58576-26-4)

Guidance literature:

Thioperidon, Ethylacrylat;

DOI:10.1016/S0040-4039(00)91206-1

Reference yield:

1-(2-ethoxycarbonylethyl)piperidine-2-thione (58576-26-4) → (+/-)-lamprolobine (18688-40-9,22142-02-5,29944-17-0,31679-48-8,56805-12-0,80374-24-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 2) Et₃N, PPh₃ / 1) r.t., 4 h, 2) CH₂Cl₂, r.t., 165 min

2: 74 percent / LiAlH₄ / tetrahydrofuran / 1) 0 deg C, 3 h, 2) r.t., 62 h

4: 43 percent / NaBH₃CN, conc.HCl / ethanol / 1.33 h / Ambient temperature; pH 4

5: 55 percent / NaH / benzene / 150 h / Heating

6: 84 percent / 3 M aq.NaOH, Ni-Al / aq. ethanol / 94 h / Ambient temperature

7: 2) Ac₂O, NaOAc / 1) Et₂O, 32 min, 2) 120 deg C, 40 min

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; aluminum nickel; sodium acetate; acetic anhydride; sodium hydride; sodium cyanoborohydride; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; benzene;

DOI:10.1016/S0040-4020(01)89049-9

upstream raw materials:

piperidine-2-thione

ethyl acrylate

Downstream raw materials:

(±)-aminolupinane

(+/-)-epilamprolobine

(+/-)-lamprolobine

1-azabicyclo<4.4.0>dec-5-ene-5-carbonitrile

Refernces