170147-29-2

基本信息
5-Benzyloxy-indole-1-carboxylic acid tert-butyl ester
2-methyl-2-propanyl 5-(benzyloxy)-1h-indole-1-carboxylate
1H-Indole-1-carboxylic acid, 5-(phenylmethoxy)-, 1,1-dimethylethyl ester
制備方法

1215-59-4

24424-99-5

170147-29-2
步驟1:在0℃下,向5-芐氧基吲哚(2g,8.98mmol)的二氯甲烷(DCM,20mL)溶液中依次加入三乙胺(EtsN,3.7mL,26.91mmol)和4-二甲氨基吡啶(DMAP,328mg,2.68mmol),然后分批加入二碳酸二叔丁酯(Boc2O,2.9g,13.45mmol)。加料完畢后,將反應(yīng)混合物在室溫下攪拌16小時(shí)。反應(yīng)完成后,用二氯甲烷稀釋反應(yīng)混合物,依次用水和飽和食鹽水洗滌,有機(jī)相用無水硫酸鈉(Na2SO4)干燥,過濾后濃縮至干。粗產(chǎn)物通過硅膠柱色譜純化(洗脫劑:石油醚/乙酸乙酯=50:1),得到5-(芐氧基)-1H-吲哚-1-羧酸叔丁酯(2.5g,收率86.08%)為白色固體。LC/MS(ESI)m/z:268([M-Boc+H]+)。
參考文獻(xiàn):
[1] Patent: WO2007/76034, 2007, A2. Location in patent: Page/Page column 126-127
[2] Organic and Biomolecular Chemistry, 2007, vol. 5, # 8, p. 1218 - 1227
[3] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 11, p. 1689 - 1697
[4] Patent: WO2009/5998, 2009, A1. Location in patent: Page/Page column 256
[5] Chemical Communications, 2012, vol. 48, # 26, p. 3239 - 3241