1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate

Name: 1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 145681-01-2
Cat. No. CS-0008676
Purity≥98%
MDL No.MFCD03762834

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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+
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1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate|CS-0008676

Structure of 145681-01-2

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General Information

CAS No. 145681-01-2
Cat. No. CS-0008676
Purity ≥98%
MDL No. MFCD03762834
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₄
Molecular Weight 229.27
Synonym(s) t-BOC-L-Pro-OMe
SMILES O=C(N1C(C(OC)=O)CCC1)OC(C)(C)C

Description

1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate features a sterically hindered pyrrolidine core with orthogonal ester handles, enabling selective deprotection and functionalization. The tert-butyl group provides exceptional stability under basic conditions, while the methyl substituent enhances regioselectivity in asymmetric synthesis. This robust scaffold facilitates efficient access to chiral intermediates for medicinal chemistry applications.

Application

1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to substituted pyrrolidines via selective deprotection and functionalization. The tert-butyl ester group offers excellent bench stability and facilitates straightforward purification, while the methyl substituent provides defined stereochemical control. It functions effectively in standard coupling reactions, cycloadditions, and transition-metal-catalyzed transformations, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  15761-39-4
- 74-88-4
- ~95%
- In-stock
  
  145681-01-2
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; FINLAY, Maurice, Raymond, Verschoyle; WARD, Richard, Andrew; KADAMBAR, Vasantha, Krishna; CHANDRASHEKAR, Reddy, C.; MURUGAN, Andiappan; REDFEARN, Heather, Marie Patent: WO2013/14448 A1, 2013 ; Location in patent: Page/Page column 103 ; WO 2013/014448 A1
Route2
- 74-88-4
- ~95%
- In-stock
  
  145681-01-2
References
- AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259923 A1, 2007 ; Location in patent: Page/Page column 8 ; US 20070259923 A1
Route3
- In-stock
  
  24424-99-5
- In-stock
  
  2133-40-6
- ~%
- In-stock
  
  145681-01-2
References
- WO2007/122410 A1, ; Page/Page column 103 ;

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 1.5589
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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1-Tert-Butyl 2-methyl pyrrolidine-1,2-dicarboxylate

CAS No. 145681-01-2

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