Benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate
• CAS No.: 167170-23-2
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.374
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90565774
• Mol file: 167170-23-2.mol

Synonyms:167170-23-2;ETHYL N-CBZ-2-PIPERIDINEACETATE;benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate;1-[(phenylmethoxy)carbonyl]-2-Piperidineacetic acid ethyl ester;DTXSID90565774;AC4661;MFCD09953328;AKOS015950559;SB49158;SY006978;benzyl2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Chemical Property of Benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 416.1±28.0 °C(Predicted)
• PKA: -2.05±0.40(Predicted)
• PSA: 55.84000
• Density: 1.131±0.06 g/cm3(Predicted)
• LogP: 3.06880
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 305.16270821
• Heavy Atom Count: 22
• Complexity: 366

Purity/Quality:

97% ^*data from raw suppliers

Benzyl2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1CCCCN1C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

There total 6 articles about Benzyl 2-(2-ethoxy-2-oxoethyl)piperidine-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: 88.0%

(E)-3-[Benzyloxycarbonyl-(4-bromo-butyl)-amino]-acrylic acid ethyl ester → 2-Ethoxycarbonylmethyl-piperidine-1-carboxylic acid benzyl ester (167170-23-2)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In benzene;

DOI:10.1016/0040-4039(94)02223-X

Reference yield: 81.0%

ethanol (64-17-5) + (3(2(2S)),4S,5R)-3-[2-((N-benzyloxycarbonyl)piperidin-2-yl)-1-oxoethyl]-4-methyl-5-phenyl-2-oxazolidinone (260057-58-7) → ethyl (S)-2-[(N-benzyloxycarbonyl)piperidin-2-yl]ethanoate (260057-61-2,167170-23-2)

Guidance literature:

With sodium ethanolate; for 2h;

DOI:10.3987/COM-99-8699

Reference yield:

N-[(phenylmethoxy)carbonyl]-4-bromobutylamine (101625-10-9) → 2-Ethoxycarbonylmethyl-piperidine-1-carboxylic acid benzyl ester (167170-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / CH₂Cl₂

2: 88 percent / tribytylstannane / AlBN / benzene

With 4-methyl-morpholine; tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In dichloromethane; benzene;

DOI:10.1016/0040-4039(94)02223-X

upstream raw materials:

N-[(phenylmethoxy)carbonyl]-4-bromobutylamine

propynoic acid ethyl ester

ethanol

(3(2(2S)),4S,5R)-3-[2-((N-benzyloxycarbonyl)piperidin-2-yl)-1-oxoethyl]-4-methyl-5-phenyl-2-oxazolidinone

Downstream raw materials:

(2S,2(2S))-2-amino-2-(piperidin-2-yl)ethanoic acid