(S)-3-Benzyloxycarbonylamino-2-piperidone

Name: (S)-3-Benzyloxycarbonylamino-2-piperidone
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CAS No. 95582-17-5
Cat. No. CS-0040137
Purity≥97%
MDL No.MFCD08166408

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-3-Benzyloxycarbonylamino-2-piperidone|CS-0040137

Structure of 95582-17-5

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General Information

CAS No. 95582-17-5
Cat. No. CS-0040137
Purity ≥97%
MDL No. MFCD08166408
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆N₂O₃
Molecular Weight None
Synonym(s) Benzyl (S)-2-oxopiperidin-3-ylcarbamate
SMILES O=C(OCC1=CC=CC=C1)N[C@@H]2C(NCCC2)=O

Description

(S)-3-Benzyloxycarbonylamino-2-piperidone serves as a key chiral building block in peptide synthesis, featuring a protected amino functionality and a rigid piperidone core. This configuration enables stereocontrolled coupling reactions and facilitates the construction of complex peptidomimetics under standard conditions.

Application

(S)-3-Benzyloxycarbonylamino-2-piperidone serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of piperidine-based scaffolds prevalent in bioactive molecules. Its benzyloxycarbonyl (Cbz) group provides orthogonal protection for the amine, allowing selective deprotection and functionalization under standard conditions. The molecule exhibits excellent bench stability and facilitates efficient coupling reactions, making it well-suited for peptide-like and heterocyclic compound assembly in multi-step synthetic sequences.

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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 67.43
LogP 1.1914
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-3-Benzyloxycarbonylamino-2-piperidone

CAS No. 95582-17-5

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