324763-46-4

Basic information

• Product Name: 5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one
• Synonyms: 5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one;aliskireninterMediatebearing;2(3H)-Furanone, 5-[(1S,3S)-1-azido-3-[[4-Methoxy-3-(3-Methoxypropoxy)phenyl]Methyl]-4-Methylpentyl]dihydro-3-(1-Methylethyl)-, (3S,5S)-;2(3H)-Furanone, 5-[(1S,3S)-1-azido-3-[[4-Methoxy-3-(3-Methoxypropoxy)phenyl]Methyl]-4-Methylpentyl]d;(3S,5S)-5-{(1S,3S)-1-azido-3-[4-Methoxy-3-(3-Methoxypropoxy)benzyl]-4-Methylpentyl}-3-(1-Methylethyl)dihydrofuran-2(3H)-one;2(3H)-Furanone, 5-[(1S,3S)-1-azido-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methylpe
• CAS NO: 324763-46-4
• Molecular Formula: C₂₅H₃₉N₃O₅
• Molecular Weight: 461.6
• Mol File: 324763-46-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.19g/cm3 at 20℃
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one(324763-46-4)
• EPA Substance Registry System: 5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one(324763-46-4)

Safety Data

• Hazardous Substances Data: 324763-46-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

5(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one is an intermediate in the preparation of orally active renin inhibitor Aliskiren (A536000) .

InChI:InChI=1/C25H39N3O5/c1-16(2)19(14-21(27-28-26)23-15-20(17(3)4)25(29)33-23)12-18-8-9-22(31-6)24(13-18)32-11-7-10-30-5/h8-9,13,16-17,19-21,23H,7,10-12,14-15H2,1-6H3/t19-,20-,21-,23-/m0/s1

Upstream product

• 325740-68-9 Methanesulfonic acid (1R,3S)-1-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl ester 
• 145589-03-3 (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 
• 129213-62-3 (S,S)-tetrahydro<2,2'-bifuran>-5,5'(2H,2'H)-dione 
• 1413429-37-4 (2S,2'S,4S,4'S)-3,4,3',4'-tetrahydro-4,4'-bis(1-hydroxy-1-methylethyl)-[2,2'-bifuran]-5,5'(2H,2'H)-dione 
• 1413429-38-5 (2S,2'S,4S,4'S)-3,4,3',4'-tetrahydro-4,4'-bis(1-methylethenyl)-[2,2'-bifuran]-5,5'(2H,2’H)-dione 
• 1413429-40-9 (2S,2'S)-4,4'-bis(1-mehylethyl)[2,2'-bifuran]-5,5'(2H,2'H)-dione 
• 1413429-41-0 (2S,2'S,4R,4'R)-3,4,3',4'-tetrahydro-4,4’-bis(1-methylethyl)[2,2'-bifuran]-5,5'(2H,2'H)-dione 
• 1413429-36-3 (2S,2'S,4S,4'S)-tetrahydro-4,4'-bis(1-methylethyl)-[2,2'-bifuran]-5,5'(2H,2'H)-dione 
• 1413429-42-1 (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-[4-methoxy-3-(3-methoxypropoxy)benzoyl]-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one 
• 325740-67-8 (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one 
• 393108-57-1 (3S,5S)-5-{(1R,3S)-1-bromo-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl}-dihydro-3-(1-methylethyl)furan-2(3H)-one 
• 108-12-3 isopentanoyl chloride 
• 1350705-31-5 (R)-3-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoyl)-4-phenyloxazolidin-2-one 
• 172900-73-1 4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene 

Downstream Products

• 324763-47-5 (2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(methoxypropoxy)benzyl)-8-methylnonanamide 
• 890796-80-2 N-phenyl-5(S)-azido-4(S)-hydroxy-2(S)-isopropyl-7(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide 
• 1132671-96-5 (2S,4S,5S,7S)-5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid [3(R)- and 3(S)-(tetrahydro-furan-3-ylmethyl)]-amide 
• 1132671-64-7 (2S,4S,5S,7S)-5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (tetrahydro-pyran-2-ylmethyl)-amide 
• 853273-54-8 (2S,4S,5S,7S)-5-azido-4-(tert-butyl-dimethyl-silanyloxy)-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid 
• 1373444-03-1 C₃₀H₄₉N₅O₅ 
• 866030-35-5 tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate 
• 900811-48-5 3(S)-isopropyl-5(S)-{1(S)-amino-3(S)-isopropyl-4-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-butyl}-tetrahydrofuran-2-one 
• 173338-07-3 tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate 
• 890775-34-5 N-(pyridine-4-yl)-(2S,4S,5S,7S)-5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide 
• 909406-55-9 5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanoic acid (1-methylpiperidin-4-yl)amide 
• 173334-57-1 (2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide 

Relevant articles and documents

A aliskiren or its salt separation and analysis method

The invention relates to a separation analysis method using polysaccharide derivative-bonded and coated silica as a stationary phase and an organic solvent as a mobile phase for separation analysis of aliskiren and isomers thereof, effective separation of the aliskiren and isomers thereof can be realized, and the separation analysis method has the important meaning to the product quality control.

SYNTHESIS OF ALISKIREN

The present invention provides novel process for the preparation of renin inhibitor Aliskiren or its derivatives, and its pharmaceutically acceptable salts. The present invention also provides novel intermediates used in the preparation of Aliskiren.

PROCESS FOR THE PREPARATION OF SUBSTITUTED OCTANOYL AMIDES

Compounds of formula (XII), are simultaneously halogenated in the 5 position and hydroxylated in the 4 position under lactonization, the halolactone is reacted with an amine to form a carboxamide, the halogen is replaced with azide, if necessary after the introduction of a hydroxy protecting group, the resulting azide is converted to a lactone, the lactone is amidated and then the azide converted to the amine group, in order to obtain compounds of formula (I) or a salt thereof.