Propose an efficent synthesis. Steroidal derivatives are important pharmacologically and biologically, and the search for new biologically active steroid analogues isongoing. Propose a possible synthesis for the conversion of steroid 1 to steroid 2, an intermediate in the synthesis of pentacyclicsteroids (Tetrahedron Lett. 2012, 53, 1859-1862).H₂COA.BrD. H3O+, heatG. NaHMIH 1OHHH₂COOCH 3B.HHIllBrOIII.HThe transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessaryreagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correctsolution, provide just one answer.OCH 3"111IOCH 32HE. 1) EtMgBr; 2) H3O+H. SOCI₂C.CIF. 1) LiAlH4; 2) H3O+I. PCC or DMP

Transformation involves series of steps as follows.

H₂CO A. Br D. H3O+, heat G. NaH H H 1 OH = H H₂CO H B. OCH3 H H The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. H Br OCH3 H OCH₂ 2 H E. 1) EtMgBr; 2) H3O+ H. SOCI₂ F. 1) LIAIH4; 2) H3O+ I. PCC or DMP

H₂CO A. Br D. H3O+, heat G. NaH H H 1 OH = H H₂CO H B. OCH3 H H The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. H Br OCH3 H OCH₂ 2 H E. 1) EtMgBr; 2) H3O+ H. SOCI₂ F. 1) LIAIH4; 2) H3O+ I. PCC or DMP

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.63P

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