20582-85-8Relevant articles and documents
Chemical synthesis method for sulforaphane
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Paragraph 0013, (2017/11/16)
The invention discloses a chemical synthesis method for sulforaphane. The method is characterized by including the steps of: (a) taking sodium iodide as the catalyst, reacting 4-chloro-1-butanol with sodium methyl mercaptide to obtain 4-methylthio-1-butanol; (b) in the presence of alkali, reacting 4-methylthio-1-butanol with methylsufonyl chloride to obtain 4-methylthio-1-butylmethysulfonate; (c) reacting4-methylthio-1-butylmethysulfonate with sodium azide in the presence of a phase transfer catalyst to obtain 1-azido-4-methylthiobutane; (d) reacting 1-azido-4-methylthiobutane with triphenylphosphine, and then carrying out reaction with carbon disulfide under a room temperature condition to obtain 1-isothiocyano-4-methylthiobutane; and (e) oxidizing1-isothiocyano-4-methylthiobutane with m-CPBA under a low temperature condition to obtain sulforaphane. The method provided by the invention has the advantages of simple technological process, easy treatment and high total yield (75%), and can achieve effective large-scale production of sulforaphane.
AZABENZIMIDAZOLES AS RESPIRATORY SYNCYTIAL VIRUS ANTIVIRAL AGENTS
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Page/Page column 22, (2012/06/30)
A compound satisfying formula I, a prodrug, N-oxide, addition salt, quaternary metal complex, or a stereochemically isomeric form thereof; (formula I) compositions contain these compounds as active ingredient and processes for preparing these compounds and compositions.
Solvomercuration-Demercuration. 9. Oxymercuration-Demercuration of Chloro-, Epoxy-, and Thiomethyl-Substituted Alkenes
Brown, Herbert C.,Lynch, Gary J.
, p. 930 - 939 (2007/10/02)
The oxymercuration-demercuration (OM-DM) of allyl, crotyl, 3-buten-1-yl, 4-penten-1-yl, and 5-hexen-1-yl chlorides and methyl sulfides as well as 3,4-epoxy-1-butene, 4,5-epoxy-1-pentene, and 5,6-epoxy-1-hexene has been studied.Allyl chloride undergoes a slow but normal OM to give the Markovnikov oxymarcurial.However, in situ demercuration under the standard conditions (NaOH, NaBH4) gives only allyl alcohol.Fortunately, demercuration with an ethanolic solution of sodium borohydride results in high yields of the chlorohydrin accompanied by small amounts of propylene oxide.In contrast, crotyl chloride fails to give any products resulting from the OM-DM sequence.Thus, 3-buten-2-yl chloride underwent only solvolytic reaction while 2-methylallyl chloride underwent exclusive OM to give, upon DM, the expected Markovnikov chlorohydrin.Similarly, 3-buten-1-yl chloride underwent exclusive hydration under the standard OM-DM conditions.In the case of 4-penten-1-yl chloride, the C1-C5 neighboring-group participation was seen during OM.However, 5-hexen-1-yl chloride showed exclusive hydration to give a 94percent yield of the Markovnikov chlorohydrin.The approximate rates of solvolysis of a series of representative alkyl halides have been determined under the OM conditions.The OM-DM of 3,4-epoxy-1-butene proceeded to give hydrated products although the yield was low, ca. 60percent.On the other hand, 4,5-epoxy-2-pentene gave products arising only from participation of the epoxide ring in the OM stage.Moreover, the yields of these products are very low, only ca. 15percent.By contrast, the OM-DM of 4,5-epoxy-1-pentene proceeds cleanly, giving a 96percent yield of the Markovnikov epoxy alcohol.In the case of 5,6-epoxy-1-hexene, ca. 80percent of the products arise from epoxide participation in the OM stage.With the exception of the crotyl derivative, the (methylthio)alkenes undergo hydration cleanly, although slowly, to give approximately 70-80percent yields of the thio alcohols.The crotyl alkene gave 3-butene-2-ol in only ca. 20percent yield.
