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. 2023 Jun 15;28(12):4795. doi: 10.3390/molecules28124795

Scheme 6.

Scheme 6

Improved synthesis for 1S,5R,9S-C9-hydroxypropyl-5-phenylmorphan 39. Reactions and conditions: (a) BBr3, DCM, −78 °C→rt, 1 h, 59%; (b) i. 5% Pd/C, EtOH, H2, 50 psi, rt, 1 h, ii. LiAlH4, THF, 0 °C→rt, 1 h, 72%.