tert-Butyl 3-formylpyrrolidine-1-carboxylate

Name: tert-Butyl 3-formylpyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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SDS

CAS No. 59379-02-1
Cat. No. CS-W008201
Purity≥97%
MDL No.MFCD03791257

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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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tert-Butyl 3-formylpyrrolidine-1-carboxylate|CS-W008201

Structure of 59379-02-1

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General Information

CAS No. 59379-02-1
Cat. No. CS-W008201
Purity ≥97%
MDL No. MFCD03791257
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₃
Molecular Weight 199.25
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1CCC(C1)C=O

Description

tert-Butyl 3-formylpyrrolidine-1-carboxylate features a pyrrolidine core with a formyl group at the 3-position and a tert-butyloxycarbonyl protecting group. This bifunctional scaffold enables direct incorporation into complex heterocyclic architectures, serving as a key intermediate in the synthesis of bioactive nitrogen-containing compounds. The aldehyde functionality supports chemoselective transformations, while the stable carbamate moiety simplifies purification and handling under standard conditions.

Application

tert-Butyl 3-formylpyrrolidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles. The formyl group supports direct functionalization via nucleophilic additions, while the pyrrolidine core provides a rigid scaffold for bioactive molecule synthesis. Its bench-stable nature and compatibility with standard coupling and reductive amination protocols facilitate straightforward purification and scalable transformations in complex molecule assembly.

Synthesis

Route1
- In-stock
  
  114214-69-6
- ~84%
- In-stock
  
  59379-02-1
References
- WARNER-LAMBERT COMPANY LLC Patent: WO2005/49605 A1, 2005 ; Location in patent: Page/Page column 117; 118; 159 ;
Route2
- 201230-82-2
- In-stock
  
  73286-71-2
- ~%
- 59378-82-4
- In-stock
  
  59379-02-1
References
- Chemical Communications, , # 6 p. 694 - 695
Route3
- 201230-82-2
- In-stock
  
  73286-70-1
- ~79%
- 59378-82-4
- In-stock
  
  59379-02-1
References
- Chemistry - A European Journal, , vol. 12, # 26 p. 6930 - 6939

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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SDS
COA

Computational Chemistry Data

TPSA 46.61
LogP 1.4423
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Boc

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

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tert-Butyl 3-formylpyrrolidine-1-carboxylate

CAS No. 59379-02-1

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Description

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Synthesis

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References

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