Methyl 1-Cbz-3-Methylpiperidine-3-carboxylate

Base Information

• Chemical Name: Methyl 1-Cbz-3-Methylpiperidine-3-carboxylate
• CAS No.: 174543-82-9
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Hs Code.: 2933399090
• Mol file: 174543-82-9.mol

Synonyms:Methyl 1-Cbz-3-Methylpiperidine-3-carboxylate;1-benzyl 3-methyl 3-methylpiperidine-1,3-dicarboxylate;O1-Benzyl O3-methyl 3-methylpiperidine-1,3-dicarboxylate

Chemical Property of Methyl 1-Cbz-3-Methylpiperidine-3-carboxylate

Chemical Property:

• Boiling Point: 392.4±42.0 °C(Predicted)
• PKA: -2.49±0.40(Predicted)
• PSA: 55.84000
• Density: 1.156±0.06 g/cm3(Predicted)
• LogP: 2.53620

Purity/Quality:

97% ^*data from raw suppliers

Methyl1-CBZ-3-methylpiperidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-Cbz-3-Methylpiperidine-3-carboxylate

There total 4 articles about Methyl 1-Cbz-3-Methylpiperidine-3-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: 90.0%

N-benzyloxycarbonyl nipecotic acid methyl ester (174543-74-9) + methyl iodide (74-88-4) → 3-Methyl-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester (174543-82-9)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane; In tetrahydrofuran; at -60 ℃; to room temperature;

DOI:10.1016/0040-4039(95)02378-X

Reference yield:

1-benzyloxycarbonylpiperidine-3-carboxylic acid (78190-11-1) → 3-Methyl-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester (174543-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: 90 percent / LiN(TMS)2, DMPU / tetrahydrofuran / -60 °C / to room temperature

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/0040-4039(95)02378-X

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-Methyl-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester (174543-82-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaHCO₃ / dioxane

2: HCl

3: 90 percent / LiN(TMS)2, DMPU / tetrahydrofuran / -60 °C / to room temperature

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/0040-4039(95)02378-X

upstream raw materials:

N-benzyloxycarbonyl nipecotic acid methyl ester

methyl iodide

1-benzyloxycarbonylpiperidine-3-carboxylic acid

benzyl chloroformate

Downstream raw materials:

1-((benzyloxy)carbonyl)-3-methylpiperidine-3-carboxylic acid

3-Amino-3-methyl-piperidine-1-carboxylic acid benzyl ester

3-Carbamoyl-3-methyl-piperidine-1-carboxylic acid benzyl ester

3-Acetylamino-3-methyl-piperidine-1-carboxylic acid benzyl ester

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