N-Methoxy-N-methylisobutyramide

Name: N-Methoxy-N-methylisobutyramide
Brand: ChemScene
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CAS No. 113778-69-1
Cat. No. CS-D0582
Molecule weight131.17
Purity≥98%
MDL No.MFCD11847606

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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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N-Methoxy-N-methylisobutyramide|CS-D0582

Structure of 113778-69-1

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General Information

CAS No. 113778-69-1
Cat. No. CS-D0582
Purity ≥98%
MDL No. MFCD11847606
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₃NO₂
Molecular Weight 131.17
Synonym(s) Propanamide, N-methoxy-N,2-dimethyl-
SMILES CON(C(C(C)C)=O)C

Description

N-Methoxy-N-methylisobutyramide features a sterically hindered amide core that enhances hydrolytic stability while maintaining reactivity in peptide coupling. The methoxy and methyl groups confer favorable solubility and low nucleophilicity, enabling efficient incorporation into complex molecular architectures under mild conditions.

Application

N-Methoxy-N-methylisobutyramide serves as a robust amide surrogate in peptide coupling and acylation reactions, offering improved reactivity and reduced racemization compared to traditional amides. Its sterically hindered isobutyryl backbone enhances stability and facilitates clean deprotection, while the methoxy group enables efficient activation under mild conditions. This compound functions effectively as a building block for diverse heterocyclic scaffolds and synthetic intermediates in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  6638-79-5
- 79-30-1
- ~98%
- In-stock
  
  113778-69-1
References
- Kerr, William J.; Morrison, Angus J.; Pazicky, Marek; Weber, Tina Organic Letters, 2012 , vol. 14, # 9 p. 2250 - 2253
Route2
- 79-30-1
- 1117-97-1
- ~76%
- In-stock
  
  113778-69-1
References
- Trabbic, Christopher J.; Dietsch, Heather M.; Alexander, Evan M.; Nagy, Peter I.; Robinson, Michael W.; Overmeyer, Jean H.; Maltese, William A.; Erhardt, Paul W. ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 1 p. 73 - 77

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

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 0.6622
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Key Words

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N-Methoxy-N-methylisobutyramide

CAS No. 113778-69-1

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