rel-(tert-Butyl ((3S,4R)-4-fluoropyrrolidin-3-yl)carbamate)

Name: rel-(tert-Butyl ((3S,4R)-4-fluoropyrrolidin-3-yl)carbamate)
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CAS No. 169750-42-9
Cat. No. CS-0047945
Purity≥97%
MDL No.MFCD18791660

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rel-(tert-Butyl ((3S,4R)-4-fluoropyrrolidin-3-yl)carbamate)|CS-0047945

Structure of 169750-42-9

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General Information

CAS No. 169750-42-9
Cat. No. CS-0047945
Purity ≥97%
MDL No. MFCD18791660
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇FN₂O₂
Molecular Weight 204.24
Synonym(s) (3S,4R)-(4-Fluoro-pyrrolidin-3-yl)-carbamic acid tert-butyl ester
SMILES F[C@H]1[C@@H](NC(OC(C)(C)C)=O)CNC1

Description

tert-Butyl N-[cis-4-fluoropyrrolidin-3-yl]carbamate is a bench-stable, moisture-tolerant building block featuring a cis-configured fluorinated pyrrolidine ring. This scaffold integrates readily into bioactive molecules, where the fluorine atom enhances metabolic stability and modulates electronic properties. The tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, facilitating late-stage functionalization in medicinal chemistry campaigns.

Application

tert-Butyl N-[cis-4-fluoropyrrolidin-3-yl]carbamate serves as a key chiral building block for medicinal chemistry, enabling efficient access to fluorinated pyrrolidine scaffolds. The cis-configuration ensures predictable stereochemical control in downstream transformations. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its functional group tolerance supports integration into diverse coupling and cyclization workflows, making it a practical choice for API precursor synthesis and fragment-based drug discovery.

Safety Information

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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 50.36
LogP 0.821
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

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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rel-(tert-Butyl ((3S,4R)-4-fluoropyrrolidin-3-yl)carbamate)

CAS No. 169750-42-9

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