(3S,4S)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate

Name: (3S,4S)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1009075-43-7
Cat. No. CS-W021091
Purity≥95%
MDL No.MFCD11111576

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(3S,4S)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate|CS-W021091

Structure of 1009075-43-7

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General Information

CAS No. 1009075-43-7
Cat. No. CS-W021091
Purity ≥95%
MDL No. MFCD11111576
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇FN₂O₂
Molecular Weight 204.24
Synonym(s) 1-Pyrrolidinecarboxylicacid, 3-amino-4-fluoro-, 1,1-dimethylethyl ester, (3S,4S)-
SMILES CC(C)(C)OC(=O)N1C[C@H](N)[C@@H](F)C1

Description

This chiral pyrrolidine derivative features a tert-butyl carbamate-protected amine and a fluorine atom at the 4-position, enabling selective incorporation into bioactive molecules. The (3S,4S) stereochemistry ensures high diastereoselectivity in downstream transformations, making it ideal for medicinal chemistry applications requiring precise spatial control.

Application

(3S,4S)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate serves as a key chiral building block in medicinal chemistry, enabling the construction of fluorinated pyrrolidine scaffolds found in bioactive molecules. The protected amine and fluorinated C4 position offer orthogonal reactivity and enhanced metabolic stability. This compound facilitates efficient peptide-like coupling reactions and functions effectively in asymmetric synthesis workflows due to its bench-stable, crystalline nature and favorable purification profile.

Synthesis

Route1
- 913743-06-3
- ~%
- In-stock
  
  1009075-43-7
References
- European Journal of Medicinal Chemistry, , vol. 44, # 7 p. 2787 - 2795
Route2
- 913743-06-3
- ~%
- In-stock
  
  1009075-43-7
References
- Zbinden, Katrin Groebke; Anselm, Lilli; Banner, David W.; Benz, Joerg; Blasco, Francesca; Decoret, Guillaume; Himber, Jacques; Kuhn, Bernd; Panday, Narendra; Ricklin, Fabienne; Risch, Philippe; Schlatter, Daniel; Stahl, Martin; Thomi, Stefan; Unger, Robert; Haap, Wolfgang European Journal of Medicinal Chemistry, 2009 , vol. 44, # 7 p. 2787 - 2795

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2923
Class : 8 (6.1)	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P305+P351+P338-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 55.56
LogP 0.9025
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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(3S,4S)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate

CAS No. 1009075-43-7

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