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. Author manuscript; available in PMC: 2009 Apr 6.
Published in final edited form as: J Biol Chem. 2004 Sep 9;279(48):50230–50242. doi: 10.1074/jbc.M409130200

SCHEME 2. Synthesis of all-trans-13,14-dihydroretinol.

SCHEME 2

a, (EtO)2P(O)-CH2COOEt. NaH, tetrahydrofuran, room temperature, 24 h; b, LiAlH4, Et2O, 0 °C, 30 min; c, Ph3P·HBr, MeOH, room temperature, 24 h; d, H2 (bar), MeOH, Pd/C, room temperature, 24 h; e, tert-BuOK, 18-crown-6, CH2Cl2, room temperature to −78 °C to room temperature, 12 h.