1-Piperidinecarboxylic acid, 3-methylene-, phenylmethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 3-methylene-, phenylmethyl ester
• CAS No.: 138163-15-2
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Hs Code.: 2933399090
• Mol file: 138163-15-2.mol

Synonyms:1-benzyloxycarbonyl-3-methylenepiperidine;1-Piperidinecarboxylic acid,3-methylene-,phenylmethyl ester;BENZYL 3-METHYLENEPIPERIDINE-1-CARBOXYLATE;3-methylenepiperidine-1-carboxylic acid benzyl ester;

Chemical Property of 1-Piperidinecarboxylic acid, 3-methylene-, phenylmethyl ester

Chemical Property:

• Boiling Point: 346.1±41.0 °C(Predicted)
• PKA: -1.51±0.20(Predicted)
• PSA: 29.54000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.91310

Purity/Quality:

NLT 98% ^*data from raw suppliers

Phenylmethyl3-Methylene-1-piperidinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 3-methylene-, phenylmethyl ester

There total 3 articles about 1-Piperidinecarboxylic acid, 3-methylene-, phenylmethyl 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: 74.0%

→ 3-methylenepiperidine-1-carboxylic acid benzyl ester (138163-15-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;

In tetrahydrofuran; at 20 ℃; for 12h; Cooling with ice;

Reference yield: 45.0%

N-(benzyloxycarbonyl)-3-piperidone (61995-20-8) + Methyltriphenylphosphonium bromide (1779-49-3) → 3-methylenepiperidine-1-carboxylic acid benzyl ester (138163-15-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

N-(benzyloxycarbonyl)-3-piperidone; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

Reference yield:

benzyl 3-((tosyloxy)methyl)piperidine-1-carboxylate (160586-69-6) → 3-methylenepiperidine-1-carboxylic acid benzyl ester (138163-15-2)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2005.09.064

upstream raw materials:

N-(benzyloxycarbonyl)-3-piperidone

Methyltriphenylphosphonium bromide

benzyl 3-((tosyloxy)methyl)piperidine-1-carboxylate

Downstream raw materials:

tert-butyl 2-hydroxy-6-azaspiro[3.5]nonane-6-carboxylate

tert-butyl 2-oxo-6-azaspiro[3.5]nonane-6-carboxylate

C₈H₁₃NO

benzyl 2-oxo-6-azaspiro[3.5]nonane-6-carboxylate

Refernces

• 1、 -. "Compound as potassium channel modulator". Paragraph 1053; 1055; 1056; 1057; 1081; 1083; 1084; 1085. . Retrieved 2018/07/30.
• 2、 Abreu, Artur R.,Costa, Iva,Rosa, Carla,Ferreira, Luísa M.,Louren?o, Ana,Santos, Pedro P.. "New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst". . p. 11986 - 11990. Retrieved 2007/10/03.