Atazanavir EP Impurity J (Atazanavir Di-tert-butyl Analog)

Basic Information

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CAS Number

198904-86-8

Molecular Formula

C32H42N4O5

Molecular Weight

562.7 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

185-186 ºC

SMILES

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O=C(OC(C)(C)C)NN(C[C@@H]([C@@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O)Cc1ccc(cc1)c1ccccn1

InChI

InChI=1S/C32H42N4O5/c1-31(2,3)40-29(38)34-27(20-23-12-8-7-9-13-23)28(37)22-36(35-30(39)41-32(4,5)6)21-24-15-17-25(18-16-24)26-14-10-11-19-33-26/h7-19,27-28,37H,20-22H2,1-6H3,(H,34,38)(H,35,39)/t27-,28-/m0/s1

InChIKey

KYSDBVSJLBOZDZ-NSOVKSMOSA-N

LogP

5.487200000000006

Topological Polar Surface Area

113.02000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 9

Synonyms & References

English

Des-N-(methoxycarbonyl)-L-tert-leucine Bis-Boc Atazanavir
Tert-butyl 2-{(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}-2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate
N-tert-butoxycarbonylglycine N-methyl-N-methoxyamide
tert-butyl 2-((2S,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-4-phenylbutyl)-2-(4-(pyridin-2-yl)benzyl)hydrazincarboxylate
tert-butyl 2-((2S,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-4-phenylbutyl)-2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate
-2-(4-(pyridin-2-yl)
tert-Butyl 2-((2S,3S)
AtazanavirSulfateInterMediates-01
1-(4-(pyridin-2-yl)phenyl)-5(S)-2,5-bis((tert-butyloxy-carbonyl)
phenylbutyl]-2-[[4-(2-pyridinyl)phenyl]methyl]-,1,1-dimethylethyl ester
2-[(2S,3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-4-phenylbutyl]-2-[[4-(2-pyridi
-2-hydroxy-4-phenylbutyl)
dimethylethoxy)carbonyl]amino]-2-hydroxy-4-
Hydrazinecarboxylic acid, 2-[(2S,3S)-3-[[(1,1-
tert-butyl 2-((2S,3S)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-4-phenylbutyl)-2-(4-(pyridin-2-yl)benzyl)hydrazine-1-carboxylate

MDL Number

MFCD02683385

FAQ

What are the physical and chemical properties of Atazanavir EP Impurity J (CAS: 198904-86-8)?

Atazanavir EP Impurity J is a semi-crystalline compound with a molecular weight of approximately 578.8 g/mol. It has a melting point around 135°C and low solubility in water but is soluble in common organic solvents like DMF and DMSO. This impurity is reactive towards bases and can undergo nucleophilic substitution reactions.

How is Atazanavir EP Impurity J (CAS: 198904-86-8) typically synthesized?

Atazanavir EP Impurity J is synthesized through a multi-step process starting from t-butyl ethers, involving acid-catalyzed rearrangement and amidation reactions. The synthesis yields moderate to high purity products with excellent selectivity. Common catalysts include sulfuric acid, and the overall yield can reach up to 85%.

What industries use Atazanavir EP Impurity J (CAS: 198904-86-8)?

Atazanavir EP Impurity J is primarily used in the pharmaceutical industry as an intermediate in the synthesis of antiviral drugs. It is also relevant in research for studying the structural and functional properties of atazanavir analogs. Limited applications in polymer science and material science are also explored.

What precautions should be taken when handling Atazanavir EP Impurity J (CAS: 198904-86-8)?

When handling Atazanavir EP Impurity J, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and lab coats. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.