benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate

Base Information

• Chemical Name: benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate
• CAS No.: 86827-05-6
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401
• Mol file: 86827-05-6.mol

Synonyms:

Chemical Property of benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate

There total 11 articles about benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-Carboxymethyl-3-ethyl-piperidine-1-carboxylic acid benzyl ester (86827-04-5) → benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate (86827-05-6)

Guidance literature:

In diethyl ether;

DOI:10.1248/cpb.31.1191

Reference yield:

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate (66643-49-0) → benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate (86827-05-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) KOH / 1.) aqu. EtOH, 27 h reflux; 2.) CHCl₃, room temperature 2 h

2: 87 percent / Jones reagent / acetone

3: 57 percent / diethyl ether / 2 h / -15 °C

4: 61 percent / 1 percent HCl / acetone / 10 h / Heating

5: Hg(OAc)2 / 48 h / 200 °C / in a sealed tube

6: 47 percent / p-TsOH / benzene / 1.5 h / Heating

7: 69 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / 760 Torr / Ambient temperature

8: 85 percent / 6 percent HCl / acetone / 6 h / Heating

9: 75 percent / silver(I) oxide / aq. ethanol / 0.33 h

10: 91 percent / diethyl ether

With hydrogenchloride; potassium hydroxide; jones reagent; mercury(II) diacetate; hydrogen; toluene-4-sulfonic acid; silver(l) oxide; platinum(IV) oxide; In diethyl ether; ethanol; ethyl acetate; acetone; benzene;

DOI:10.1248/cpb.31.1191

Reference yield:

benzyl 3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate (86826-96-2) → benzyl 3-ethyl-3-methoxycarbonylmethylpiperidine-1-carboxylate (86827-05-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 87 percent / Jones reagent / acetone

2: 57 percent / diethyl ether / 2 h / -15 °C

3: 61 percent / 1 percent HCl / acetone / 10 h / Heating

4: Hg(OAc)2 / 48 h / 200 °C / in a sealed tube

5: 47 percent / p-TsOH / benzene / 1.5 h / Heating

6: 69 percent / hydrogen / platinum oxide / ethyl acetate / 6 h / 760 Torr / Ambient temperature

7: 85 percent / 6 percent HCl / acetone / 6 h / Heating

8: 75 percent / silver(I) oxide / aq. ethanol / 0.33 h

9: 91 percent / diethyl ether

With hydrogenchloride; jones reagent; mercury(II) diacetate; hydrogen; toluene-4-sulfonic acid; silver(l) oxide; platinum(IV) oxide; In diethyl ether; ethanol; ethyl acetate; acetone; benzene;

DOI:10.1248/cpb.31.1191

upstream raw materials:

diazomethane

3-Carboxymethyl-3-ethyl-piperidine-1-carboxylic acid benzyl ester

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate

benzyl 3-hydroxy-1,2,3,6-tetrahydropyridine-1-carboxylate