(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid

Name: (2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1581752-93-3
Cat. No. CS-M0532
Purity≥97%
MDL No.MFCD18642708

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(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid|CS-M0532

Structure of 1581752-93-3

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Description

This chiral morpholine derivative features a bench-stable tert-butyl carbamate protecting group and a methyl-substituted ring, enabling straightforward incorporation into peptide synthesis. The carboxylic acid moiety provides a reactive handle for coupling, while the (2R,6R) stereochemistry ensures high diastereoselectivity in macrocyclization reactions.

Application

(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of constrained peptidomimetics and bioactive heterocycles. Its bench-stable Boc-protected carboxylic acid and defined stereochemistry facilitate efficient coupling reactions and selective functionalization, supporting robust downstream transformations in API development.

General Information

CAS No. 1581752-93-3
Cat. No. CS-M0532
Purity ≥97%
MDL No. MFCD18642708
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight None
Synonym(s) (2R,6R)-4-Boc-6-methylmorpholine-2-carboxylic acid
SMILES O=C(OC(C)(C)C)N1C[C@@H](O[C@H](C)C1)C(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 : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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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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(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid

CAS No. 1581752-93-3

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