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(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol

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CAS:84773-29-5
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CAS:84773-29-5
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Products Intro: Product Name:(S)-2-(Methylamino)-3-phenylpropan-1-ol
CAS:84773-29-5
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Products Intro: Product Name:(S)-2-(Methylamino)-3-phenylpropan-1-ol
CAS:84773-29-5
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(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol Basic information
Product Name:(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol
Synonyms:N-Methyl-(S)-phenylalaninol;N-Methyl-L-phenylalaninol;-2-(Methylamino);(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol;(S)-2-(MethylaMino)-3-phenylpropan-1-ol;N-Me-D-Phenylalaninol;N-Me-Phenylalaninol;Benzenepropanol, β-(methylamino)-, (βS)-
CAS:84773-29-5
MF:C10H15NO
MW:165.23
EINECS:
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Mol File:84773-29-5.mol
(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol Structure
(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol Chemical Properties
Melting point 68-70℃
Boiling point 294.9±20.0 °C(Predicted)
density 1.020±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka14.75±0.10(Predicted)
AppearanceWhite to off-white Solid
Optical RotationConsistent with structure
Safety Information
RIDADR UN3259
HazardClass 8
HS Code 2922190090
MSDS Information
(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol Usage And Synthesis
UsesN-Methyl-(S)-phenylalaninol is used in the synthesis of cyclopropane-fused oxazepanones which have antimycobacterial properties.
Synthesis
2-Boc-(S)-MethylaMino-3-phenyl-1-propanol

264128-49-6

(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol

84773-29-5

General procedure for the synthesis of (S)-(+)-2-(N-methylamino)-3-phenyl-1-propanol from 2-Boc-methylamino-3-phenyl-1-propanol: M: Deprotection of acid-unstable protecting groups (version 1) Dissolve 5 mmol of the feedstock in a wet trifluoroacetic acid-dichloromethane mixture (1:1, v/v) and stir the reaction for 4-7 hours. After completion of the reaction, the solvent was removed from the reaction mixture by evaporation. The residue was dissolved in dichloromethane and evaporated again to completely remove the residual trifluoroacetic acid. This dissolution-evaporation process was repeated three times to ensure complete removal of the acid. Finally, the residue was purified by column chromatography (using a dichloromethane-pentane gradient elution with an amino stationary phase) to give the target product. b) Synthesis of (S)-2-methylamino-3-phenyl-propan-1-ol (Ib) Compound Ia was subjected to deprotection reaction according to General Method M. Compound Ib was successfully obtained in 77% yield (630 mg, 3.8 mmol). Mass spectrometry (MS-ESI) analysis showed m/z 166 ([M + H]+, 100%). The results of the elemental analysis were consistent with the theoretical values: calculated values (%): C 72.69, H 9.15, N 8.48; measured values (%): C 72.66, H 9.13, N 8.47.

References[1] Patent: WO2009/52970, 2009, A2. Location in patent: Page/Page column 68; 71
(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol Preparation Products And Raw materials
Raw materials2-Boc-(S)-MethylaMino-3-phenyl-1-propanol-->Dichloromethane-->Trifluoroacetic acid
Tag:(S)-(+)-2-(N-MethylaMino)-3-phenylpropanol(84773-29-5) Related Product Information

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