CAS 77550-67-5

1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-8-[(2S)-2-methyl-1-oxobutoxy]-, ammonium salt (1:1), (βR,δR,1S,2S,6R,8S,8aR)-

Description:

1-Naphthaleneheptanoic acid, specifically the compound with the CAS number 77550-67-5, is a complex organic molecule characterized by its multi-functional groups and stereochemistry. This compound features a naphthalene ring system, which contributes to its aromatic properties, and a heptanoic acid moiety that provides a long hydrophobic carbon chain. The presence of multiple hydroxyl groups indicates potential for hydrogen bonding, which can influence its solubility and reactivity. The ammonium salt form suggests that it is likely to be soluble in polar solvents, enhancing its bioavailability in biological systems. The specific stereochemistry, denoted by the βR, δR, 1S, 2S, 6R, 8S, and 8aR configurations, implies that the compound may exhibit unique biological activity or interaction with biological targets, making it of interest in medicinal chemistry or pharmacology. Overall, this compound's structural complexity and functional groups suggest potential applications in various fields, including pharmaceuticals and agrochemicals.

Formula: C₂₄H₃₈O₆·H₃N

InChI: InChI=1S/C24H38O6.H3N/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28;/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28);1H3/t14-,15-,16-,18+,19+,20-,21-,23-;/m0./s1

InChI key: InChIKey=AOIIYQZTRFOGNN-AXHZAXLDSA-N

SMILES: C(C[C@H](C[C@H](CC(O)=O)O)O)[C@@H]1[C@]2([C@@H](OC([C@H](CC)C)=O)C[C@@H](C)C=C2C=C[C@@H]1C)[H].N

Synonyms:

• Ammonium mevinolinate
• 1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-8-[(2S)-2-methyl-1-oxobutoxy]-, monoammonium salt, (βR,δR,1S,2S,6R,8S,8aR)-
• 1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutoxy)-, monoammonium salt, [1S-[1α(βS*,δS*),2α,6β,8β(R*),8aα]]-
• Mevinolinic acid ammonium salt
• 1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-8-[(2S)-2-methyl-1-oxobutoxy]-, ammonium salt (1:1), (βR,δR,1S,2S,6R,8S,8aR)-

Mevinolinic Acid, Monoammonium Salt

Controlled Product

CAS: 77550-67-5

Applications Mevinolinic Acid, Monoammonium Salt can be used as reactant/reagent in process for the preparation of the Simvastatin precursor, 2,2-dimethylbutanoic acid (1S,3R,7S,8S,8aR)-8-[(3R,5R)-7-(cyclopropylamino)-3,5-dihydroxy-7-oxoheptyl]-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenyl ester, via an amidation reaction.
References Khanna, J., et al.: Indian, IN 184809 A1 20000930 (2000)

Formula: C₂₄H₃₇O₆·H₄N

Color and Shape: Neat

Molecular weight: 439.585

Ref: TR-M340538