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Atazanavir sulfate

CAS No.
229975-97-7
Chemical Name:
Atazanavir sulfate
Synonyms
Zrivada;Cgp 75355;Aids060276;Aids-060276;BMS-232632-05;BMS232632 sulfate;Atazanavir Sulfate;BMS 232632 sulfate;BMS-232632 sulfate;Atazanavir Sulphate
CBNumber:
CB3547456
Molecular Formula:
C38H54N6O11S
Molecular Weight:
802.94
MDL Number:
MFCD08067748
MOL File:
229975-97-7.mol
Last updated:2023-05-18 11:31:06

Atazanavir sulfate Properties

Melting point 195.0°, or acetone; mp 198-199° (dec)
alpha D22 -46.1° (c = 1 in 1:1 CH3OH/H2O, pH = 2.6)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility ≥28.7 mg/mL in DMSO with gentle warming; insoluble in H2O; ≥4.05 mg/mL in EtOH with gentle warming and ultrasonic
form Powder
FDA UNII 4MT4VIE29P

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS05
Signal word  Danger
Hazard statements  H372-H318
Precautionary statements  P280-P305+P351+P338-P310-P260-P264-P270-P314-P501
Safety Statements  24/25
HS Code  29333990

Atazanavir sulfate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A790050 AtazanavirBisulfateSalt 229975-97-7 50mg $160 2021-12-16 Buy
Ark Pharm P000492449 Atazanavir sulfate 98+% 229975-97-7 1g $30 2021-12-16 Buy
Biosynth Carbosynth FA29047 Atazanavir sulfate 229975-97-7 250mg $120 2021-12-16 Buy
ChemScene CS-1890 Atazanavir(sulfate) 99.94% 229975-97-7 50mg $144 2021-12-16 Buy
Ark Pharm P000492449 Atazanavir sulfate 98+% 229975-97-7 10g $149 2021-12-16 Buy
Product number Packaging Price Buy
A790050 50mg $160 Buy
P000492449 1g $30 Buy
FA29047 250mg $120 Buy
CS-1890 50mg $144 Buy
P000492449 10g $149 Buy

Atazanavir sulfate Chemical Properties,Uses,Production

Description

Atazanavir (BMS-232632, III), an azapeptide HIV protease inhibitor, has been developed and launched by Bristol-Myers Squibb (BMS), under worldwide license from Novartis, for the treatment of HIV infection. Atazanavir was launched in the US as Reyataz™ in July 2003.

Chemical Properties

Off-White Solid

Uses

Atazanavir is a HIV protease inhibitor with Ki of 2.66 nM

Uses

Atazanavir Sulfate is an intermediate of Atazanavir(A790051) which is a novel azapeptide HIV protease Inhbitor. Antiviral.

Uses

Atazanavir is a novel azapeptide HIV protease inhibitor (PI). Antiviral.

brand name

Reyataz (Bristol-Myers Squibb).

Synthesis

The synthesis of atazanavir (III) appeared in several reports. The synthetic route depicted in the scheme was one of the best routes which was suitable for large scale production. The commercially available chiral diol 25 was converted to its silyl mesylate 26 in one pot via selective silylation and subsequent mesylation. This oily intermediate 26 was carried into the next step without further purification. The desilylation of 26 was achieved by using inexpensive ammonium fluoride. The resulting solid product 27 was readily isolated and further purified through recrystallization from IPA/H2O in 80% yield. The epoxide formation from 27 was affected by KOtBu in THF/IPA to provide enantiomerically pure epoxide 28 in 88% yield. Suzuki coupling of boronic acid 29 with bromopyridine (30) provided pyridyl benzaldehyde 31 in 80% yield after crystallization. The subsequent condensation of aldehyde 31 with t-butylcarbamate was carried out by refluxing in toluene/IPA and Shiff base 32 was collected by filtration upon cooling. Reduction of hydrazone 32 to hydrazine 33 was accomplished by employing a catalytic phase-transfer hydrogenation protocol (Pd/C, HCOONa) to furnish hydrazine 33 in 78% yield after crystallization. Coupling of the hydrazinocarbamate 33 with epoxide 28 was performed in refluxing IPA, followed by the addition of water to precipitate the crude product. Subsequent recrystallization from MeCN/H2O furnished 34 in 85% yield. Treatment of 34 with concentrated HCl in THF at 50oC removed the two Boc groups in 34 to give the product as an oil, which was then dissolved in a mixture of DCM/DIPEA and slowly transferred into a premixed solution of N-methoxycarbonyl- L-tert-leucine (35), HOBT, and WSC in DCM. After removal of the solvent the crude product was crystallized from IPA/EtOH to furnish the freebase 36 in 82% yield. The sulfate III was obtained by stirring the free base 36 with concentrated H2SO4 in EtOH at ambient temperature. Direct crystallization by addition of n-heptane provided the sulfate salt III as an easily filterable solid in 85% yield.

Synthesis_229975-97-7

Atazanavir sulfate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 289)Suppliers
Supplier Tel Email Country ProdList Advantage
Alpha Biopharmaceuticals Co., Ltd
+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 967 58
HaBo Hong Kong Co., Limited.
+86-25-18512596065 info@habotech.com CHINA 933 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3537 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58

View Lastest Price from Atazanavir sulfate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Atazanavir sulfate pictures 2021-09-29 Atazanavir sulfate
229975-97-7
US $0.00-0.00 / KG 100g 98%min 50kg WUHAN FORTUNA CHEMICAL CO., LTD
Atazanavir Sulfate pictures 2021-09-08 Atazanavir Sulfate
229975-97-7
US $10.00 / KG 1g 99% 20 tons Hebei Zhanyao Biotechnology Co. Ltd
Atazanavir sulfate pictures 2021-07-13 Atazanavir sulfate
229975-97-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Atazanavir sulfate pictures
  • Atazanavir sulfate
    229975-97-7
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Atazanavir sulfate Spectrum

1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane Aids060276 Aids-060276 Cgp 75355 Methyl N-[(1S)-1-{[(2S,3S)-3-hydroxy-4-[(2S)-2-[(Methoxycarbonyl)aMino]-3,3-diMethyl-N'-{[4-(pyridin-2-yl)phenyl]Methyl}butanehydrazido]-1-phenylbutan-2-yl]carbaMoyl}-2,2-diMethylpropyl]carbaMate Atazanavir sulfate (BMS-232632-05) BMS-232632-05 Zrivada (3S,8S,9S,12S)-3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-2,5,6,10,13-pentaazatetradecanedioic acid 1,14-dimethyl ester, sulfate (1:1) methyl((5S,10S,11S,14S)-11-benzyl-5-(tert-butyl)-10-hydroxy-15,15-dimethyl-3,6,13-trioxo-8-(4-(pyridin-2-yl)benzyl)-2-oxa-4,7,8,12-tetraazahexadecan-14-yl)carbamatesulfate Atazanavir Sulfate Atazanavir Sulphate Methyl N-[(2S)-1-[[(2S,3S)-3-hydroxy-4-[[[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]amino]-[(4-pyridin-2-ylphenyl)methyl]amino]-1-phenylbutan-2-yl]amino]-3,3-dimethyl-1-oxobutan-2-yl]carbamate sulfate N-[(2S)-1-[2-[(2S,3S)-2-hydroxy-3-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-1-oxobutyl]amino]-4-phenylbutyl]-2-[(4-phenylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxobutan-2-yl]carbamic acid methyl BMS 232632 sulfate BMS 232632 SULFATE;BMS-232632 SULFATE;BMS232632 SULFATE BMS232632 sulfate BMS-232632 sulfate Atazanavir sulfate, 99%, HIV protease inhibitors Atazanavir (BMS-232632) sulfate Methyl {(5S,10S,11S,14S)-11-benzyl-10-hydroxy-15,15-dimethyl-5-(2-methyl-2-propanyl)-3,6,13-trioxo-8-[4-(2-pyridinyl)benzyl]-2-oxa-4,7,8,12-tetraazahexadecan-14-yl}carbamate ATAZANAVIR SULFATE (BMS-232632 SULFATE) Atazanavir sulfate CRS ((5S,6S)-5-hydroxy-1,8-dioxo-6-(phenyl methyl)-3-[[4-(2- pyridinyl)phenyl]methyl] -2,3,7 triaza octane dioic acid tertiary butyl ester) Dimethyl (3S,8S,9S,12S)-9-benzyl-3,12,di-tert-butyl-8-hydroxy-4,11-dioxo-6-(p-2-pyridylbenzyl)-2,5,6,10,13-pentaazatetradecanedioate sulfate Atazanavir sulfate USP/EP/BP Atazanavir Sulfate (Latazanavir, Zrivada, Reyataz, BMS232632) Atazanavir sulfateQ: What is Atazanavir sulfate Q: What is the CAS Number of Atazanavir sulfate Q: What is the storage condition of Atazanavir sulfate Q: What are the applications of Atazanavir sulfate Atazanavir Sulfate (1044334) 229975-97-7 C38H52N6O7H2SO4 Inhibitor Atazanavir Antiviral Agents Inhibitors peptides BMS-232632-05, Reyataz 229975-97-7