4-Methylmorpholine-2,6-dione

Name: 4-Methylmorpholine-2,6-dione
Brand: ChemScene
Availability: InStock
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CAS No. 13480-36-9
Cat. No. CS-0163445
Purity≥98%
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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Structure of 13480-36-9

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General Information

CAS No. 13480-36-9
Cat. No. CS-0163445
Purity ≥98%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇NO₃
Molecular Weight 129.11
Synonym(s) N-Methyl-iminodiessigsaeureanhydrid
SMILES O=C(O1)CN(C)CC1=O

Description

4-Methylmorpholine-2,6-dione is a sterically hindered cyclic imide featuring a methyl-substituted morpholine core. This bench-stable compound serves as a selective acylating agent in synthetic transformations, particularly in the formation of amides and peptide analogs. The electron-deficient carbonyl groups enable efficient coupling under mild conditions, while the fused ring system enhances regioselectivity in complex molecule assembly.

Application

4-Methylmorpholine-2,6-dione serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to substituted pyridine and morpholine derivatives through [4+2] cycloaddition and ring-opening reactions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into multi-step sequences for medicinal chemistry applications.

Synthesis

Route1
- In-stock
  
  4408-64-4
- ~75%
- In-stock
  
  13480-36-9
References
- Burke, Martin D.; Dick, Graham R.; Knapp, David M.; Gillis, Eric P.; Klubnick, Jenna A. Patent: US2011/201806 A1, 2011 ; Location in patent: Page/Page column 15-16 ;
Route2
- In-stock
  
  4408-64-4
- 108-24-7
- ~%
- In-stock
  
  13480-36-9
References
- Yoshida, Ken-Ichi; Nakayama, Kiyoshi; Kuru, Noriko; Kobayashi, Shozo; Ohtsuka, Masami; Takemura, Makoto; Hoshino, Kazuki; Kanda, Hiroko; Zhang, Jason Z.; Lee, Ving J.; Watkins, William J. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 1993 - 2004

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

TPSA 46.61
LogP -0.9984
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Key Words

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4-Methylmorpholine-2,6-dione

CAS No. 13480-36-9

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