1,4-Piperidinedicarboxylic acid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl ester

Base Information

• Chemical Name: 1,4-Piperidinedicarboxylic acid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl ester
• CAS No.: 441774-09-0
• Molecular Formula: C₁₅H₂₅NO₄
• Molecular Weight: 283.368
• Hs Code.: 2933399090
• Mol file: 441774-09-0.mol

Synonyms:1,4-Piperidinedicarboxylicacid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl ester (9CI);1-tert-Butyl 4-methyl 4-allylpiperidine-1,4-dicarboxylate;4-(2-Propenyl)-1,4-piperidinedicarboxylicacid-1-(1,1-dimethylethyl)4-methylester;

Chemical Property of 1,4-Piperidinedicarboxylic acid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl ester

Chemical Property:

• Refractive Index: 1.474
• Boiling Point: 342.4 °C at 760 mmHg
• PKA: -2.35±0.40(Predicted)
• Flash Point: 160.9 °C
• PSA: 55.84000
• Density: 1.05 g/cm³
• LogP: 2.69070

Purity/Quality:

98%Min ^*data from raw suppliers

1-tert-Butyl4-methyl4-allylpiperidine-1,4-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Piperidinedicarboxylic acid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl ester

There total 2 articles about 1,4-Piperidinedicarboxylic acid, 4-(2-propenyl)-, 1-(1,1-dimethylethyl) 4-methyl 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: 92.0%

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) + allyl bromide (106-95-6) → 1-(tert-butyl) 4-methyl 4-allylpiperidine-1,4-dicarboxylate (441774-09-0)

Guidance literature:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -70 - -60 ℃; for 1h;

allyl bromide; In tetrahydrofuran; at -60 - 20 ℃;

DOI:10.1055/s-0030-1260188

Reference yield:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → 1-(tert-butyl) 4-methyl 4-allylpiperidine-1,4-dicarboxylate (441774-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / 20 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.06.049

Reference yield: 92.0%

1-(tert-butyl) 4-methyl 4-allylpiperidine-1,4-dicarboxylate (441774-09-0) → 4-allyl-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (426842-70-8)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; methanol; at 65 ℃; for 5.5h;

DOI:10.1055/s-0030-1260188

upstream raw materials:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

allyl bromide

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

4-allyl-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid

tert-butyl 4-(hydroxymethyl)-4-(prop-2-en-1-yl)piperidine-1-carboxylate

tert-butyl 3-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

4-(4-hydroxy-phenylsulfanylmethyl)-4-methoxycarbonylmethyl-piperidine-1-carboxylic acid tert-butyl ester