(S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate

Name: (S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate
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CAS No. 1893408-11-1
Cat. No. CS-0181070
Purity≥97%
MDL No.None

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(S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate|CS-0181070

Structure of 1893408-11-1

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General Information

CAS No. 1893408-11-1
Cat. No. CS-0181070
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇F₂NO₃
Molecular Weight 237.24
Synonym(s) tert-butyl (S)-3,3-difluoro-4-hydroxypiperidine-1-carboxylate
SMILES O=C(N1CC(F)(F)[C@@H](O)CC1)OC(C)(C)C

Description

(S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate features a stereochemically defined piperidine core with dual fluorine atoms at the 3-position and a hydroxyl group at C4. This configuration imparts enhanced metabolic stability and modulates polarity, enabling efficient incorporation into bioactive molecules. The tert-butyl ester serves as a robust protecting group for amine synthesis, compatible with standard deprotection protocols. This compound functions as a key building block in medicinal chemistry, particularly for CNS-targeted therapeutics and kinase inhibitors.

Application

(S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of fluorinated piperidine scaffolds prevalent in medicinal chemistry. The difluoro substitution at C3 enhances metabolic stability and modulates basicity, while the hydroxyl group enables facile derivatization via etherification, esterification, or oxidation. The tert-butyl carbamate protects the amine during multi-step synthesis, offering excellent bench stability and compatibility with standard coupling conditions. This compound functions effectively in transition-metal-catalyzed cross-couplings and reductive aminations, supporting efficient access to complex heterocyclic architectures.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 49.77
LogP 1.6234
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(S)-Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate

CAS No. 1893408-11-1

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