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Norethindrone Is a Synthetic Steroid That Is Better Than Progesterone

Question 2

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Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation. What reagents (1-3) are required to convert norethindrone to the derivatives shown below? Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation. What reagents (1-3)  are required to convert norethindrone to the derivatives shown below?   A)  (1)  H<sub>2</sub>, Pd-C; (2)  (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, NaBH<sub>3</sub>CN; (3)  a. O<sub>3</sub>, b. Zn, DMS B)  (1)  a. LiAlH<sub>4</sub>, b. H<sub>2</sub>O; (2)  (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, mild acid; (3)  a. OsO<sub>4</sub>, b. NaHSO<sub>3</sub> C)  (1)  a. LiAlH<sub>4</sub>, b. H<sub>2</sub>O; (2)  (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, NaBH<sub>3</sub>CN; (3)  a. OsO<sub>4</sub>, b. NaHSO<sub>3</sub> D)  (1)  H<sub>2</sub>, Pd-C; (2)  (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>, mild acid; (3)  a. O<sub>3</sub>, b. Zn, DMS


A) (1) H2, Pd-C; (2) (CH3) 2CHCH2NH2, NaBH3CN; (3) a. O3, b. Zn, DMS
B) (1) a. LiAlH4, b. H2O; (2) (CH3) 2CHCH2NH2, mild acid; (3) a. OsO4, b. NaHSO3
C) (1) a. LiAlH4, b. H2O; (2) (CH3) 2CHCH2NH2, NaBH3CN; (3) a. OsO4, b. NaHSO3
D) (1) H2, Pd-C; (2) (CH3) 2CHCH2NH2, mild acid; (3) a. O3, b. Zn, DMS

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