(R)-tert-butyl 2-formylpyrrolidine-1-carboxylate

Name: (R)-tert-butyl 2-formylpyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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SDS

CAS No. 73365-02-3
Cat. No. CS-W008700
Purity≥97%
MDL No.MFCD01321389

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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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(R)-tert-butyl 2-formylpyrrolidine-1-carboxylate|CS-W008700

Structure of 73365-02-3

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General Information

CAS No. 73365-02-3
Cat. No. CS-W008700
Purity ≥97%
MDL No. MFCD01321389
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₃
Molecular Weight 199.25
Synonym(s) tert-butyl 2-formylpyrrolidine-1-carboxylate
SMILES O=C[C@@H]1N(C(OC(C)(C)C)=O)CCC1

Description

(R)-tert-Butyl 2-formylpyrrolidine-1-carboxylate is a chiral building block featuring a stereodefined pyrrolidine core with a formyl group at the C2 position. This configuration enables selective transformations in asymmetric synthesis, particularly in the construction of nitrogen-containing heterocycles. The tert-butyl ester provides stability and ease of manipulation under standard conditions, facilitating downstream functionalization.

Application

(R)-tert-Butyl 2-formylpyrrolidine-1-carboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to pyrrolidine-containing scaffolds. The formyl group facilitates nucleophilic additions and reductive aminations, while the tert-butyl carbamate protects the amine under standard reaction conditions. Its bench-stable nature and compatibility with diverse transformations make it ideal for iterative synthesis of bioactive heterocycles and medicinal chemistry intermediates.

Synthesis

Route1
- 852324-75-5
- ~91%
- In-stock
  
  73365-02-3
References
- LG LIFE SCIENCES LTD.; YAMANOUCHI PHARMACEUTICAL CO., LTD. Patent: WO2005/47253 A1, 2005 ; Location in patent: Page/Page column 46 ; WO 2005/047253 A1
Route2
- 59378-81-3
- ~88%
- In-stock
  
  73365-02-3
References
- Shi, Xiongwei; Attygalle, Athula B.; Meinwald, Jerrold Tetrahedron Letters, 1997 , vol. 38, # 37 p. 6479 - 6482
Route3
- 201230-82-2
- In-stock
  
  73286-71-2
- ~%
- In-stock
  
  69610-41-9
- In-stock
  
  73365-02-3
References
- Journal of Organic Chemistry, , vol. 45, # 11 p. 2145 - 2151

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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SDS
COA

Computational Chemistry Data

TPSA 46.61
LogP 1.5848
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-tert-butyl 2-formylpyrrolidine-1-carboxylate

CAS No. 73365-02-3

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Description

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Synthesis

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