365541-74-8

Basic information

• Product Name: Aliskiren inter-10
• Synonyms: (4R)-3-[(2S)-3-Methyl-1-oxo-2-[(phenylmethoxy)methyl]butyl]-4-(phenylmethyl)-2-oxazolidinone;Aliskiren inter-10;(R)-4-benzyl-3-((S)-2-((benzyloxy)methyl)-3-methylbutanoyl)oxazolidin-2-one
• CAS NO: 365541-74-8
• Molecular Formula: C₂₃H₂₇NO₄
• Molecular Weight: 381.46
• Mol File: 365541-74-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 74-75 ºC
• Boiling Point: 535.9 °C at 760 mmHg
• Flash Point: 277.9 °C
• Appearance: /
• Density: 1.165
• Refractive Index: 1.566
• CAS DataBase Reference: Aliskiren inter-10(CAS DataBase Reference)
• NIST Chemistry Reference: Aliskiren inter-10(365541-74-8)
• EPA Substance Registry System: Aliskiren inter-10(365541-74-8)

Safety Data

• Hazardous Substances Data: 365541-74-8(Hazardous Substances Data)

Usage

General Description

I'm sorry, but "Aliskiren inter-10" does not correspond to any known chemical compound. Aliskiren is a medication used to treat high blood pressure, commonly known as Rasilez. I recommend clarifying the details or confirming the name of the chemical you're interested in.

InChI:InChI=1/C23H27NO4/c1-17(2)21(16-27-14-19-11-7-4-8-12-19)22(25)24-20(15-28-23(24)26)13-18-9-5-3-6-10-18/h3-12,17,20-21H,13-16H2,1-2H3/t20-,21+/m1/s1

Upstream product

• 100-51-6 benzyl alcohol 
• 108-12-3 isopentanoyl chloride 
• 145589-03-3 (R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one 
• 3587-60-8 Benzyloxymethyl chloride 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 

Downstream Products

• 179993-18-1 (2S,4S)-2-(tert-butoxycarbonyl)amino-4-(benzyloxymethyl)-5-methyl-hexanal 
• 861451-15-2 tert-butyl (3(S)-benzyloxymethyl-1(S)-hydroxymethyl-4-methyl-pentyl)carbamate 
• 953820-33-2 tert-butyl (1S,3S)-3-(benzyloxymethyl)-4-methyl-1-((R)-oxiran-2-yl)pentylcarbamate 
• 953820-34-3 tert-butyl (2S,3S,5S)-1-amino-5-(benzyloxymethyl)-2-hydroxy-6-methylheptan-3-ylcarbamate 
• 953820-31-0 (2S,5R)-2-((S)-2-(benzyloxymethyl)-3-methylbutyl)-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine 
• 953820-35-4 tert-butyl (2S,3S,5S)-5-(benzyloxymethyl)-1-(2,2-dimethylhexanamido)-2-hydroxy-6-methylheptan-3-ylcarbamate 
• 953820-45-6 tert-butyl (3S,5S,8S)-8-(benzyloxymethyl)-(S)-6-hydroxy-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate 
• 365542-01-4 (3(2S),4R)-4-benzyl-3-(2-hydroxymethyl-3-methyl-1-oxobutyl)-2-oxazolidinone 
• 365541-76-0 (2S)-2-(benzyloxy)methyl-3-methyl-1-butanal 
• 180182-91-6 (2S,5R)-2-{(2S)-2-[(benzyloxy)methyl]-3-methylbutyl}-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine 
• 180182-92-7 methyl(2S,4S)-4-[(benzyloxy)methyl]-2-{(tert-butoxy)carbonylamino}-5-methylhexanoate 
• 172900-78-6 (2S)-2-{(2S)-2-[(benzyloxy)methyl]-3-methylbutyl}-3,6-diethoxy-2,5-dihydropyrazine 
• 173007-37-9 (2R)-2-{(2S)-2-[(benzyloxy)methyl]-3-methylbutyl}-3,6-diethoxy-2,5-dihydropyrazine 
• 953820-32-1 (2S,4S)-ethyl 2-amino-4-(benzyloxymethyl)-5-methylhexanoate 

Relevant articles and documents

6-(AMINOALKYL)INDAZOLES

6-(Aminoalkyl) indazoles of formula (I) and the salts thereof have renin-inhibiting properties and can be used as antihypertensive, and renal, cardiac and vascular protecting medicinally active ingredients.

Practical synthesis of an orally active renin inhibitor aliskiren

A convergent synthesis of aliskiren was accomplished via the use of Segment AB as the key intermediate, which was prepared via the coupling of the Grignard reagent derived from Segment B with Segment A, followed by subsequent oxidative lactonization.

Asymmetric total synthesis of ent-(-)-roseophilin: Assignment of absolute configuration

An asymmetric total synthesis of ent-(-)-roseophilin (1), the unnatural enantiomer of a novel naturally occurring antitumor antibiotic, is described. The approach enlists a room temperature heterocyclic azadiene inverse electron demand Diels-Alder reaction of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (7) with the optically active enol ether 6 bearing the C23 chiral center followed by a reductive ring contraction reaction for formation of an appropriately functionalized pyrrole ring in a key 1,2,4,5-tetrazine → 1,2-diazine → pyrrole reaction sequence. A Grubbs' ring closing metathesis reaction was utilized to close the unusual 13-membered macrocycle prior to a subsequent 5-exo-trig acyl radical-alkene cyclization that was used to introduce the fused cyclopentanone and complete the preparation of the tricylic ansa-bridged azafulvene core 32. Condensation of 32 with 33 under the modified conditions of Tius and Harrington followed by final deprotection provided (22S,23S)-1. Comparison of synthetic (22S,23S)-1 ([α]25D, CD) with natural 1 established that they were enantiomers and enabled the assignment of the absolute stereochemistry of the natural product as 22R,23R. Surprisingly, ent-(-)-1 was found to be 2-10-fold more potent than natural (+)-1 in cytotoxic assays, providing ah unusually rewarding culmination to synthetic efforts that provided the unnatural enantiomer.