112113-57-2

Basic information

• Product Name: T-BUTYL (R-(R*,S*)-N-(2-HYDROXY-2-(3-HYD-ROXYPHENYL)-1-METHYLETHYL)CARBAMATE98%
• Synonyms: T-BUTYL (R-(R*,S*)-N-(2-HYDROXY-2-(3-HYD-ROXYPHENYL)-1-METHYLETHYL)CARBAMATE98%;T-butyl (R-(R*,S*)-N-(2-hydroxy-2-(3-hyd-roxyphen;tert-Butyl [R-(R*,S*)]-N-[2-hydroxy-2-(3-hydroxyphenyl)-1-methylethyl]carbamate;N-(tert-butoxycarbonyl)metaraminol
• CAS NO: 112113-57-2
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.32084
• Mol File: 112113-57-2.mol

Chemical Properties

• Melting Point: 60-65 °C(lit.)
• Boiling Point: 450.7°Cat760mmHg
• Flash Point: 195 °F
• Appearance: /
• Density: 1.158g/cm³
• Vapor Pressure: 6.56E-09mmHg at 25°C
• Refractive Index: 1.539
• PKA: 9.74±0.10(Predicted)
• CAS DataBase Reference: T-BUTYL (R-(R*,S*)-N-(2-HYDROXY-2-(3-HYD-ROXYPHENYL)-1-METHYLETHYL)CARBAMATE98%(CAS DataBase Reference)
• NIST Chemistry Reference: T-BUTYL (R-(R*,S*)-N-(2-HYDROXY-2-(3-HYD-ROXYPHENYL)-1-METHYLETHYL)CARBAMATE98%(112113-57-2)
• EPA Substance Registry System: T-BUTYL (R-(R*,S*)-N-(2-HYDROXY-2-(3-HYD-ROXYPHENYL)-1-METHYLETHYL)CARBAMATE98%(112113-57-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 112113-57-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H21NO4/c1-9(15-13(18)19-14(2,3)4)12(17)10-6-5-7-11(16)8-10/h5-9,12,16-17H,1-4H3,(H,15,18)/t9-,12-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 54-49-9 (1R,2S)-metaraminol 

Downstream Products

• 198017-36-6 [(1S,2R)-2-(2-Bromo-5-hydroxy-phenyl)-2-hydroxy-1-methyl-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis of high-specific-radioactivity 4- and 6-[18F]fluorometaraminol- PET tracers for the adrenergic nervous system of the heart

Fluorine-18 (t12:109.8min)-labeled analogues of metaraminol, 4-[18F]FMR ((1R,2S)-2-amino-1-(4-[18F]fluoro-3-hydroxy phenyl)-1-propanol) and 6-[18F]FMR ((1R,2S)-2-amino-1-(2-[18F]fluoro-5-hydroxyphenyl)-1-propanol), were synthesized as new positron-emission-tomography (PET) tracers for mapping cardiac adrenergic nerve terminals. Copyright

Preparation of 4- and 6-[76Br]bromometaraminol, two potential radiotracers for the study of the myocardial norepinephrine neuronal reuptake system with PET

Metaraminol is a norepinephrine analogue which is transported with high affinity by the uptake-1 mechanism of the sympathetic nerve terminal. Radiolabelled metaraminol and analogues are promising radiotracers to assess the integrity of the myocardial nerve system. The bromo analogues, 4- and 6-bromometaraminol, were synthesized from commercially available metaraminol bitartrate. Structural assignments were made by 2D-NMR experiments. 4- and 6-[76Br]Bromometaraminol were prepared from N-Boc-metaraminol using [76Br]NH4Br and peracetic acid as the brominating agent. The total radiochemical yield based on starting [76Br]NH4Br was 17% and 38%, non decay-corrected, for derivative 4-[76Br]bromometaraminol and 6-[76Br]bromometaraminol, respectively, in a synthesis time of 3.5 hours including the preparation of [76Br]NH4Br. The specific radioactivity obtained for both radiotracers was 130 mCi/μmol (4.8 GBq/μmol). Tissue distribution studies were performed in rats and revealed a low cardiac uptake for both derivatives. These preliminary results suggest that neither 4- nor 6-[76Br]bromometaraminol are suitable radiotracers to study the myocardial norepinephrine neuronal reuptake system with Positron Emission Tomography.