1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate

Name: 1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 122684-33-7
Cat. No. CS-M1340
Purity≥98%
MDL No.MFCD04038683

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate|CS-M1340

Structure of 122684-33-7

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General Information

CAS No. 122684-33-7
Cat. No. CS-M1340
Purity ≥98%
MDL No. MFCD04038683
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₄
Molecular Weight 229.27
Synonym(s) Tert-butyl METHYL PYRROLIDINE-1,3-Dicarboxylate
SMILES O=C(OC(C)(C)C)N(CC1)CC1C(OC)=O

Description

1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate is a sterically hindered, bench-stable diester scaffold enabling efficient access to substituted pyrrolidines. The tert-butyl and methyl groups provide enhanced solubility and stability during reductive amination and cross-coupling transformations. This molecule serves as a key building block in the synthesis of bioactive heterocycles and peptide mimetics.

Application

1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to substituted pyrrolidines and heterocyclic scaffolds. Its bench-stable nature, combined with orthogonal protection and tolerance to diverse reaction conditions, facilitates modular functionalization and downstream transformations in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  17012-21-4
- In-stock
  
  24424-99-5
- ~91%
- In-stock
  
  122684-33-7
References
- Boto, Alicia; Hernandez, Rosendo; De Leon, Yolanda; Murguia, Jose R.; Rodriguez-Afonso, Abigail European Journal of Organic Chemistry, 2005 , # 4 p. 673 - 682
Route2
- In-stock
  
  24424-99-5
- 272443-90-0
- ~57%
- 98548-90-4
- In-stock
  
  122684-33-7
References
- Tishkov, Alexander A.; Reissig, Hans-Ulrich; Ioffe, Sema L. Synlett, 2002 , # 6 p. 863 - 866
Route3
- 67-56-1
- In-stock
  
  72925-16-7
- ~99%
- In-stock
  
  122684-33-7
References
- Boga, Sobhana B.; Alhassan, Abdul-Basit; Cooper, Alan B.; Shih, Neng-Yang; Doll, Ronald J. Tetrahedron Letters, 2009 , vol. 50, # 38 p. 5315 - 5316

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 55.84
LogP 1.4164
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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1-tert-Butyl 3-methyl pyrrolidine-1,3-dicarboxylate

CAS No. 122684-33-7

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