(5R)-5-Methylmorpholin-3-one

Name: (5R)-5-Methylmorpholin-3-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 119844-67-6
Cat. No. CS-0059832
Purity≥96%
MDL No.MFCD12031299

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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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Structure of 119844-67-6

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General Information

CAS No. 119844-67-6
Cat. No. CS-0059832
Purity ≥96%
MDL No. MFCD12031299
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₉NO₂
Molecular Weight 115.13
Synonym(s) (R)-5-methylmorpholin-3-one
SMILES C[C@@H]1COCC(N1)=O

Description

This chiral lactam features a rigid, electron-deficient ring system with a stereogenic center at the 5-position. The methyl group imparts steric bias, enhancing diastereoselectivity in asymmetric synthesis. Its bench-stable nature and compatibility with diverse reaction conditions make it a reliable scaffold for medicinal chemistry and natural product derivatization.

Application

(5R)-5-Methylmorpholin-3-one serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its constrained chiral scaffold enables selective transformations in asymmetric synthesis, while its lactam functionality offers predictable reactivity in nucleophilic additions and coupling reactions. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for scalable medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  35320-23-1
- 542-58-5
- ~25%
- In-stock
  
  119844-67-6
References
- DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1785418 A1, 2007 ; Location in patent: Page/Page column 149 ;
Route2
- 1057322-63-0
- ~%
- In-stock
  
  119844-67-6
References
- AMGEN INC.; PARAS, Nick A,; BROWN, James; CHENG, Yuan; HITCHCOCK, Stephen; JUDD, Ted; LOPEZ, Patricia; MINATTI, Ana Elena; NIXEY, Thomas; POWERS, Timothy; TEGLEY, Christopher M.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge Patent: WO2011/90911 A1, 2011 ; Location in patent: Page/Page column 49 ; WO 2011/090911 A1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP -0.4787
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Key Words

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(5R)-5-Methylmorpholin-3-one

CAS No. 119844-67-6

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