(2S,5R)-4-(tert-Butoxycarbonyl)-5-methylmorpholine-2-carboxylic acid

Name: (2S,5R)-4-(tert-Butoxycarbonyl)-5-methylmorpholine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 2761094-10-2
Cat. No. CS-0533136
Purity≥98%
MDL No.None

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(2S,5R)-4-(tert-Butoxycarbonyl)-5-methylmorpholine-2-carboxylic acid|CS-0533136

Structure of 2761094-10-2

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Description

This chiral morpholine derivative features a tert-butoxycarbonyl-protected amine and a methyl-substituted ring, enabling direct incorporation into peptide synthesis. The (2S,5R) stereochemistry ensures high diastereoselectivity in coupling reactions, while the bench-stable Boc group simplifies purification and handling under standard conditions.

Application

(2S,5R)-4-(tert-Butoxycarbonyl)-5-methylmorpholine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. Its stable tert-butyl carbamate group enables straightforward protection and deprotection, while the defined stereochemistry at C2 and C5 supports stereoselective transformations. The molecule functions effectively in amide coupling reactions and facilitates the construction of constrained morpholine-based scaffolds commonly found in medicinal chemistry campaigns.

General Information

CAS No. 2761094-10-2
Cat. No. CS-0533136
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight 245.27
Synonym(s) None
SMILES CC(C)(C)OC(N1C[C@H](OC[C@H]1C)C(O)=O)=O

Computational Chemistry Data

TPSA 76.07
LogP 1.0954
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2S,5R)-4-(tert-Butoxycarbonyl)-5-methylmorpholine-2-carboxylic acid

CAS No. 2761094-10-2

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