(5R,6S)-5,6-Diphenyl-2-morpholinone

Name: (5R,6S)-5,6-Diphenyl-2-morpholinone
Brand: ChemScene
Availability: InStock
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CAS No. 282735-66-4
Cat. No. CS-W003639
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(5R,6S)-5,6-Diphenyl-2-morpholinone|CS-W003639

Structure of 282735-66-4

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Description

This chiral morpholinone features a rigid, fused bicyclic scaffold with two aryl substituents at the 5 and 6 positions, enhancing structural rigidity and π-stacking potential. The (5R,6S) stereochemistry ensures precise spatial orientation for targeted interactions in asymmetric synthesis. The morpholinone core delivers enhanced solubility and metabolic stability compared to analogous lactams, enabling efficient incorporation into complex molecular architectures under standard conditions.

Application

(5R,6S)-5,6-Diphenyl-2-morpholinone serves as a stereochemically defined building block for the synthesis of bioactive heterocycles, offering predictable reactivity in C–C and C–N bond-forming transformations. Its rigid, chiral scaffold provides excellent functional group tolerance and bench stability, enabling efficient incorporation into complex molecular architectures. The morpholinone core facilitates downstream derivatization via nucleophilic substitution or reduction, supporting scalable synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 282735-66-4
Cat. No. CS-W003639
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₅NO₂
Molecular Weight 253.30
Synonym(s) (5R,6S)-5,6-Diphenylmorpholin-2-one
SMILES O=C1CN[C@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)O1

Computational Chemistry Data

TPSA 38.33
LogP 2.6154
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Safety Information

Download SDS

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 : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(5R,6S)-5,6-Diphenyl-2-morpholinone

CAS No. 282735-66-4

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