(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

Name: (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 955016-25-8
Cat. No. CS-0154769
Purity≥97%
MDL No.MFCD04112667

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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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(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid|CS-0154769

Structure of 955016-25-8

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General Information

CAS No. 955016-25-8
Cat. No. CS-0154769
Purity ≥97%
MDL No. MFCD04112667
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight None
Synonym(s) cis-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid, cis-1-(tert-Butoxycarbonyl)-2-carboxy-4-hydroxypiperidine
SMILES CC(C)(C)OC(=O)N1CC[C@H](C[C@H]1C(=O)O)O

Description

This chiral piperidine derivative features a tert-butoxycarbonyl-protected amine and a hydroxyl group at the 4-position, enabling direct incorporation into peptide synthesis. The stereochemistry at C2 and C4 ensures high diastereoselectivity in downstream transformations. Bench-stable and moisture-tolerant, it facilitates efficient access to complex heterocyclic scaffolds in medicinal chemistry.

Application

(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The protected amine and hydroxyl groups enable orthogonal functionalization, while the piperidine core provides structural rigidity. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex scaffolds in medicinal chemistry workflows.

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 87.07
LogP 0.8314
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

CAS No. 955016-25-8

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