1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate

Name: 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 71233-25-5
Cat. No. CS-W001625
Purity≥97%
MDL No.MFCD09878815

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate|CS-W001625

Structure of 71233-25-5

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General Information

CAS No. 71233-25-5
Cat. No. CS-W001625
Purity ≥97%
MDL No. MFCD09878815
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₅
Molecular Weight 271.31
Synonym(s) Ethyl N-Boc-3-Oxopiperidine-4-carboxylate
SMILES CCOC(=O)C1CCN(CC1=O)C(=O)OC(C)(C)C

Description

1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate features a sterically shielded tert-butyl group and an ethyl ester that enhance stability and solubility under standard conditions. The 3-oxo functionality enables facile enolization and participation in asymmetric synthesis, serving as a key intermediate in constructing complex nitrogen-containing scaffolds.

Application

1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to nitrogen-containing heterocycles and bioactive scaffolds. Its orthogonal functionality—comprising ester groups and a ketone—facilitates selective transformations, including reductive amination, enolate formation, and Michael additions. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for multi-step synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  52763-21-0
- ~99%
- In-stock
  
  71233-25-5
References
- Hao, Bao-Yu; Liu, Jin-Qiang; Zhang, Wei-Han; Chen, Xin-Zhi Synthesis, 2011 , # 8 art. no. F14011SS, p. 1208 - 1212
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  39514-19-7
- ~99%
- In-stock
  
  71233-25-5
References
- NOVARTIS AG; MILLER-MOSLIN, Karen; TOURE, Bakary-Barry; VISSER, Michael Scott; YUSUFF, Naeem Patent: WO2011/29842 A1, 2011 ; Location in patent: Page/Page column 40 ; WO 2011/029842 A1
Route3
- In-stock
  
  24424-99-5
- 70637-75-1
- ~98%
- In-stock
  
  71233-25-5
References
- Toure, B. Barry; Miller-Moslin, Karen; Yusuff, Naeem; Perez, Lawrence; Dore, Michael; Joud, Carol; Michael, Walter; Dipietro, Lucian; Van Der Plas, Simon; McEwan, Michael; Lenoir, Francois; Hoe, Madelene; Karki, Rajesh; Springer, Clayton; Sullivan, John; Levine, Kymberly; Fiorilla, Catherine; Xie, Xiaoling; Kulathila, Raviraj; Herlihy, Kara; Porter, Dale; Visser, Michael ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 2 p. 186 - 190

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 72.91
LogP 1.3756
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

71233-25-5 sigma71233-25-5 manufacturer71233-25-5 price71233-25-5 structure71233-25-5 SDSbuy 71233-25-571233-25-5 supplier71233-25-5 uses71233-25-5 molecular weightprice of 71233-25-571233-25-5 chemical name formula of 71233-25-5

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1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate

CAS No. 71233-25-5

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