188936-07-4

Basic information

• Product Name: (3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide
• Synonyms: (3S,4AS,8AS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-Methylphenyl]-4,5-Dihydrooxazol-4-Yl]-2-Hydroxyethyl]Decahydro-iso-Quinoline-3-Carboxylic Acid T- Butyrylamide;(3S,4as,8as)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-Methylphenyl]-4,5-Dihydrooxazol-4-Yl]-2-Hydroxyethyl]Decahydroisoquinoline-3-Carboxylic Acid T-Butylamide;(3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide;(3S,4aS,8aS)-2-[(2R)-2-[(4S)-4,5-Dihydro-2-(3-hydroxy-2-methylphenyl)-4-oxazolyl]-2-hydroxyethyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide;Nelfinavir Oxazole IMpurity (IMpurity A);(3s,4as,8as)-2-((2r)-2-((4s)-2-(3-hydroxy-2-methylphenyl)-4,5-dihydrooxazol-4-yl)-2-hydroxyethyl)decahydroisoQUINOLINE-3-carboxylic acid tert-butylamide:(3s,4as,8as)-2-((2r)-2-((4s)-4,5-dihydro-2-(3-h
• CAS NO: 188936-07-4
• Molecular Formula: C₂₆H₃₉N₃O₄
• Molecular Weight: 457.61
• Mol File: 188936-07-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 684.539°C at 760 mmHg
• Flash Point: 367.796°C
• Appearance: /
• Density: 1.28
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: (3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide(188936-07-4)
• EPA Substance Registry System: (3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide(188936-07-4)

Safety Data

• Hazardous Substances Data: 188936-07-4(Hazardous Substances Data)

Usage

General Description

The chemical "(3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide" is a complex compound with a molecular structure that includes multiple functional groups and stereocenters. It is a tert-butylamide derivative of decahydroisoquinoline-3-carboxylic acid, containing a dihydrooxazol-4-yl group and a hydroxyl group. (3S,4aS,8aS)-2-[(2R)-2-[(4S)-2-[3-Hydroxy-2-methylphenyl]-4,5-dihydrooxazol-4-yl]-2-hydroxyethyl]decahydroisoquinoline-3-carboxylic acid tert-butylamide may have potential pharmaceutical applications or be used as a chemical building block in organic synthesis. The presence of a carboxylic acid group suggests it may have acidic properties, and its tert-butylamide moiety may contribute to its stability and lipophilicity. Further research and characterization of this compound are likely necessary to fully understand its properties and potential applications.

InChI:InChI=1/C26H39N3O4/c1-16-19(10-7-11-22(16)30)25-27-20(15-33-25)23(31)14-29-13-18-9-6-5-8-17(18)12-21(29)24(32)28-26(2,3)4/h7,10-11,17-18,20-21,23,30-31H,5-6,8-9,12-15H2,1-4H3,(H,28,32)/t17-,18+,20-,21-,23+/m0/s1

Upstream product

• 128019-40-9 (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide 
• 188936-06-3 (2R)-1-acetoxy-2-((4S)-2-(3-acetoxy-2-methylphenyl)-4,5-dihydrooxazol-4-yl)-2-methanesulfonyloxyethane 
• 188936-03-0 Acetic acid 3-((5S,6R)-6-methanesulfonyloxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester 
• 188936-02-9 Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester 
• 167678-46-8 3-acetoxy-2-methylbenzoyl chloride 
• 201402-95-1 Acetic acid 3-{(S)-4-[(S)-1-hydroxy-2-(toluene-4-sulfonyloxy)-ethyl]-4,5-dihydro-oxazol-2-yl}-2-methyl-phenyl ester 

Downstream Products

• 159989-64-7 nelfinavir 
• 1025935-06-1 (3S,4aS,8aS)-2-[(2S,3S)-3-Hydroxy-2-(3-hydroxy-2-methyl-benzoylamino)-4-phenylsulfanyl-butyl]-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 

Relevant articles and documents

Enantioselective Synthesis of Nelfinavir via Asymmetric Bromocyclization of Bisallylic Amide

We describe a concise enantioselective synthesis of the HIV-protease inhibitor nelfinavir (1) via a new route in which the key step is construction of the central optically active 1,2-amino alcohol framework via asymmetric bromocyclization of bisallylic amide with N-bromosuccinimide in the presence of a catalytic amount of (S)-BINAP or (S)-BINAP monoxide. The remaining alkene and bromo functionalities were used to install the requisite thioether and chiral perhydroisoquinoline units, respectively.

Process for producing amide derivatives and intermediates therefor

PCT No. PCT/JP96/02756 Sec. 371 Date Apr. 14, 1998 Sec. 102(e) Date Apr. 14, 1998 PCT Filed Sep. 24, 1996 PCT Pub. No. WO97/11937 PCT Pub. Date Apr. 3, 1997A method for producing an amide derivative of the formula [XV] wherein each symbol is as defined in the specification, and an enantiomer thereof, a novel intermediate useful for producing said compound and a production method thereof. The production method of the present invention is extremely easy and simple as compared to the conventional methods, and enables effective production of compound [XV] at high yields, which includes compound [XVI] having an HIV protease inhibitory action. In addition, the novel intermediates of the present invention are extremely useful as intermediates for producing not only the aforementioned compound [XVI] but also compounds useful as X-ray contrast media.

A Practical Synthesis of Nelfinavir, an HIV-Protease Inhibitor, Using a Novel Chiral C4 Building Block: (5R,6S)-2,2-Dimethyl-5-hydroxy-l,3-dioxepan-6-ylammonium Acetate

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