(4R,12aS)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid

Name: (4R,12aS)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid
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CAS No. 1335210-34-8
Cat. No. CS-0463154
Molecule weight308.29
Purity≥98%
MDL No.MFCD28978321

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(4R,12aS)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid|CS-0463154

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General Information

CAS No. 1335210-34-8
Cat. No. CS-0463154
Purity ≥98%
MDL No. MFCD28978321
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆N₂O₆
Molecular Weight 308.29
Synonym(s) Dolutegravir impurity 3/(4R,12aS)-7-Methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-9-carboxylic acid
SMILES C[C@@H]1CCO[C@H]2CN3C=C(C(=O)C(=C3C(=O)N12)OC)C(=O)O

Description

This hexahydro-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine scaffold features a methoxy-substituted core with a methyl group at C4 and a carboxylic acid at C9, enabling direct conjugation in bioactive molecule synthesis. The fused ring system provides rigidity and enhanced metabolic stability under standard bench conditions.

Application

(4R,12aS)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid serves as a structurally defined heterocyclic building block featuring a fused pyridooxazine core with orthogonal functional groups. Its carboxylic acid and methoxy functionalities enable direct derivatization in peptide coupling or esterification protocols, while the diketone moiety supports reductive amination and imine formation. Bench-stable and amenable to purification via standard chromatographic methods, it functions as a reliable scaffold for medicinal chemistry exploration within constrained macrocyclic and polycyclic frameworks.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 98.07
LogP 0.1458
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(4R,12aS)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid

CAS No. 1335210-34-8

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