- Convenient preparation of tert-butyl β-(protected amino)esters
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Refluxing an aldehyde 1 with benzotriazole and benzylcarbamate in the presence of a catalytic amount of p-TsOH gave the corresponding benzyloxycarbonylamino-1-(1-benzotriazolyl)alkane 2 in good yields. Compounds 2 treated with substituted tert-butyl acetates 3 using LDA as a base afford smoothly and under mild conditions the N-2-protected 3-aminoalkanoic esters 4.
- Katritzky, Alan R.,Kirichenko, Kostyantyn,Elsayed, Ahamad M.,Ji, Yu,Fang, Yunfeng,Steel, Peter J.
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p. 4957 - 4959
(2007/10/03)
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- Benzotriazole-Assisted Synthesis of Monoacyl Aminals and Their Peptide Derivatives
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Adducts 8-11, derived from benzotriazole (7), an aldehyde (6), and an amide (5), react with ammonia to give various monoacylated aminals (12-14) and "gem-peptide" derivatives (15) in a novel, convenient route, useful for peptide analogue syntheses and stu
- Katritzky, Alan R.,Urogdi, Laszlo,Mayence, Annie
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p. 2206 - 2214
(2007/10/02)
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