1034706-81-4

Basic information

• Product Name: (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether
• Synonyms: (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether;N-Acetyl (+)-3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol TIPS Ether;(+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-b][1,4]oxazine-9-ol Triisopropylsilyl Ether;N-Acetyl (+)-3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-b][1,4]oxazine-9-ol TIPS Ether;1-[(4aR,10bR)-2,3,4a,5,6,10b-Hexahydro-9-[[tris(1-methylethyl)silyl]oxy]-4H-naphth[1,2-b]-1,4-oxazin-4-yl]ethanone
• CAS NO: 1034706-81-4
• Molecular Formula: C₂₃H₃₇NO₃Si
• Molecular Weight: 403.63028
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1034706-81-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 486.718 °C at 760 mmHg
• Flash Point: 248.159 °C
• Appearance: /
• Density: 1.023
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether(1034706-81-4)
• EPA Substance Registry System: (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether(1034706-81-4)

Safety Data

• Hazardous Substances Data: 1034706-81-4(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

Uses

PHNO precursor. (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-β][1,4]oxazine-9-ol Triisopropylsilyl Ether is used for the preparation of radiolabeled amines, which are useful in Positron Emission Tomog. (PET) and Single Photon Emission Computed Tomog. (SPECT), and hence, can be utilized for imaging neuro-receptors with radiolabeled agonists.

Upstream product

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Relevant articles and documents

Synthesis of the dopamine D2/D3 receptor agonist (+)-PHNO via supercritical fluid chromatography: Preliminary PET imaging study with [3-11C]-(+)PHNO

Carbon-11 labeled (+)-4-[1-11C]propyl-3,4,4a,5,6,10b-hexahydro- 2H-naphtho[1,2-b][1,4]oxazin-9-ol ([1-11C]-(+)-PHNO) is a dopamine D3-preferring agonist radiopharmaceutical used for medical imaging by positron emission tomography (PET). We report the synthesis of (+)-PHNO using supercritical fluid chromatography for enantiomeric resolution of its norpropyl derivative, HNO, followed by propylation. (+)-HNO was used to prepare the radiolabeling precursor, (+)-trans-4-acetyl-9-triisopropylsilyloxy-2,3,4a,5,6, 10b-hexahydro-4H-naphth[1,2b][1,4]oxazine, in 12 steps. Modifications to the labeling procedure were made to ensure consistent preparation of [3- 11C]-(+)-PHNO via [11C]CH3I. A preliminary PET imaging study was carried out with this tracer in an attempt to image dopamine receptors in brown adipose tissue (brown fat) in vivo.