Word: orthoto
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Dates: during 1950-1959
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Woodward started out with orthoto-luidine, an oily liquid extracted from coal tar, whose molecule has one six-carbon ring and one methyl (CH3) group. Step by step he attached more atoms, carefully choosing his reactions so that the atoms would fall in the proper places. After some 20 laboratory steps, his 22 Ibs. of original raw materials were reduced to 1/28 oz. of a genuine steroid. The compound's molecule has the steroid nucleus with an oxygen atom attached at one end and a carbome-thoxy (C02CH3) group at the other...
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