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The absolute configuration of a new amino­alkyl­phenol derived from (R)-(–)-2-phenyl­glycine

✍ Scribed by Zhang, Guang-You ;Wang, Xiang-Bo ;Zhao, Jin-Yan ;Wang, Wan-Hui ;Yang, Xiao-Feng


Book ID
104486886
Publisher
International Union of Crystallography
Year
2006
Tongue
English
Weight
268 KB
Volume
62
Category
Article
ISSN
1600-5368

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✦ Synopsis


The chiral aminoalkylphenol N-[(S)-1-(5-methyl-2-hydroxyphenyl)ethyl]-N–[(R)-2-hydroxy-1-phenylethyl]amine, C~17~H~21~NO~2~, was synthesized starting from R-(-)-2-phenylglycine. The corresponding hydrochloride salt was prepared and crystallized as an ethyl acetate solvate, affording N-[(R)-2-hydroxy-1-phenylethyl]-N-[(S)-1-(5-methyl-2-hydroxyphenyl)ethyl]aminium chloride ethyl acetate solvate, C~17~H~22~NO~2~
^+^·Cl^−^·C~4~H~8~O~2~, and the absolute configuration of the new stereogenic centre determined, from which that of the chiral aminoalkylphenol was inferred. The dihedral angle between the two aromatic rings is 40.74 (11)°.


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