(3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid | CAS No. 854898-48-9

(3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid

Basic Information

CAS Number

854898-48-9

Molecular Formula

C22H28FN3O6S

Molecular Weight

481.55 g/mol

AD

Basic Physical Properties

CC(C)c1c2c(nc(n1)N(C)S(=O)(=O)C)-c3ccc(cc3[C@@H](C2)[C@H](C[C@H](CC(=O)O)O)O)F

InChI

InChI=1S/C22H28FN3O6S/c1-11(2)20-17-10-16(18(28)8-13(27)9-19(29)30)15-7-12(23)5-6-14(15)21(17)25-22(24-20)26(3)33(4,31)32/h5-7,11,13,16,18,27-28H,8-10H2,1-4H3,(H,29,30)/t13-,16-,18+/m1/s1

InChIKey

FHIVIRAXRANEIW-QBIMZIAESA-N

LogP

2.0282

Topological Polar Surface Area

140.92000000000002 Ų

Hydrogen Bond Donor/Acceptor

3 / 9

Complexity

800

Synonyms & References

English

  • 7-[4-(4-氟苯基)-6-异丙基-2-(甲基-甲磺酰-氨基)-嘧啶-5-基]-3,5-二羟基庚-6-烯酸
  • Rosuvastatin (6R)-Isomer Sodium Salt
  • Rosuvastatin Dihydrobenzoquinazoline (6R)-Isomer; (3R,5S)-5-[(6R)-8-Fluoro-4-isopropyl-2-(N-methylmethylsulfonamido)-5,6-dihydrobenzo[h]quinazolin-6-yl]-3,5-dihydroxypentanoic acid sodium salt

MDL Number

MFCD28358815

FAQ

What are the physical and chemical properties of (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid (CAS: 854898-48-9)?

The compound (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid is a white crystalline solid with a molecular weight of approximately 456.48 g/mol. It is slightly soluble in water and ethanol. The compound is reactive towards bases and nucleophiles, and it shows characteristic reactivity in esterification and amidation reactions due to its carboxylic acid and amino functionalities.

How is (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid (CAS: 854898-48-9) typically synthesized?

The synthesis of (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid typically involves multistep reactions, including aromatic substitution, alkylation, and condensation. The key steps include the formation of a 6-aminobenzo[h]quinazoline intermediate, followed by amidation and esterification. This process often requires the use of catalysts and organic solvents, with high selectivity and yield achievable under optimized conditions.

What industries use (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid (CAS: 854898-48-9)?

The compound (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid is primarily used in the pharmaceutical industry for its potential as an intermediate in drug development. It may also be relevant for its use in the synthesis of other biologically active compounds. Some applications include its use in polymer synthesis as a functional monomer and in the electronics industry as a material for organic semiconductor devices.

What precautions should be taken when handling (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid (CAS: 854898-48-9)?

When handling (3R,5S)-5-{(6R)-8-Fluoro-4-isopropyl-2-[methyl(methylsulfonyl)amino]-5,6-dihydrobenzo[h]quinazolin-6-yl}-3,5-dihydroxypentanoic acid, it is essential to follow proper laboratory safety protocols. Wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a fume hood to avoid inhalation exposure. Dispose of any unused material according to local regulations, and store the compound in a cool, dry place away from direct sunlight. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage procedures.

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