(R)-2-(tert-butoxycarbonyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid
$500.00
CAS No.: 2703746-30-7
Catalog No.: 192738
Purity: 95%
MF: C16H21NO5
MW: 307.346
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1[C@H](C2=CC=C(C=C2CC1)OC)C(=O)O
Catalog No.: 192738
Purity: 95%
MF: C16H21NO5
MW: 307.346
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1[C@H](C2=CC=C(C=C2CC1)OC)C(=O)O
(R)-2-(tert-butoxycarbonyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid; CAS No.: 2703746-30-7; (R)-2-(tert-butoxycarbonyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid. PROPERTIES: This Boc-protected methoxy-substituted tetrahydroisoquinoline carboxylic acid has molecular formula C16H21N3O5. It generally appears as a white crystalline powder. The (R)-2-(tert-butoxycarbonyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid demonstrates limited water solubility but good solubility in common organic solvents like methanol and ethyl acetate. Its melting point ranges between 120-125 C, and it has a molecular weight of approximately 331.36 g/mol. When handling, care should be taken to avoid skin contact and use of proper respiratory protection. Storage should be in a tightly sealed container at room temperature, protected from light and moisture. The compound is sensitive to strong acids and may undergo Boc-deprotection upon exposure to aqueous conditions. In case of spillage, absorb with inert material and dispose of in accordance with local regulations. APPLICATIONS: The (R)-2-(tert-butoxycarbonyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid serves as a key intermediate in the synthesis of serotonin receptor antagonists for psychiatric disorders where the methoxy group provides essential lipophilicity for receptor binding (as detailed in medicinal chemistry literature). The Boc protecting group allows for controlled deprotection under mild acidic conditions. Additionally, the compound functions as a building block in the preparation of chiral ligands for asymmetric catalysis, achieving enantiomeric excesses above 95% in certain hydrogenation reactions as described in synthetic chemistry journals. The carboxylic acid can be further functionalized through esterification or amidation reactions to produce various derivatives for chemical research applications.
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