Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate

Name: Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate
Brand: ChemScene
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CAS No. 121591-81-9
Cat. No. CS-W006366
Molecule weight193.20
Purity≥95%
MDL No.MFCD11878403

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Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate|CS-W006366

Structure of 121591-81-9

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General Information

CAS No. 121591-81-9
Cat. No. CS-W006366
Purity ≥95%
MDL No. MFCD11878403
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁NO₃
Molecular Weight 193.20
Synonym(s) 3,4-Dihydro-2H-benzo[1,4]oxazine-5-carboxylic acid methyl ester
SMILES COC(=O)C1=C2NCCOC2=CC=C1

Description

Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate is a bench-stable heterocyclic ester featuring a fused oxazine ring system. This scaffold integrates a polar ester group with a rigid, electron-rich aromatic core, enabling efficient coupling in synthetic transformations. It serves as a key intermediate in the construction of bioactive molecules and complex nitrogen-containing architectures.

Application

Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. The molecule features a stable benzo-fused oxazine core with a pendant ester group, enabling straightforward derivatization via hydrolysis, reduction, or nucleophilic substitution. Its bench-stable nature and compatibility with common reaction conditions facilitate integration into multi-step syntheses of bioactive compounds and API intermediates.

Synthesis

Route1
- 1017273-31-2
- ~%
- In-stock
  
  121591-81-9
References
- ACTELION PHARMACEUTICALS LTD Patent: WO2009/104155 A1, 2009 ; Location in patent: Page/Page column 57 ; WO 2009/104155 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 47.56
LogP 1.2775
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate

CAS No. 121591-81-9

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