87905-98-4

基本信息
5-(Z-氨基)-1-戊醇
(5-羥基戊基)氨基甲酸芐酯
Z-NH-(CH2)5-OH
5-(Z-AMINO)-1-PENTANOL
N-Cbz-5-hydroxypentylamine
N-CARBOBENZOXY-5-AMINO-1-PENTANOL
Benzyl (5-hydroxypentyl)carbaMate
BENZYL N-(5-HYDROXYPENTYL)CARBAMATE
N-Benzyloxycarbonyl-5-aminopentanol
5-Amino-N-benzyloxycarbonylpentanol
5-[(Benzyloxycarbonyl)amino]-1-pentanol
物理化學(xué)性質(zhì)
制備方法

2508-29-4

501-53-1

87905-98-4
在0-5℃下,向攪拌中的5-氨基-1-戊醇(48.5 mmol,5.0 g)和碳酸氫鈉(145.4 mmol,12.2 g)在水(26 mL)中的混合物中,緩慢滴加氯甲酸芐酯(63.1 mmol,9.0 mL)的THF(26 mL)溶液。滴加完畢后,將反應(yīng)混合物在室溫下攪拌過夜。反應(yīng)完成后,用EtOAc和水稀釋反應(yīng)混合物,分離有機(jī)層。有機(jī)層用鹽水(2×30 mL)洗滌,無水MgSO4干燥,過濾后減壓濃縮除去溶劑。粗產(chǎn)物用最小量的環(huán)己烷分散,過濾所得固體并在真空下干燥,得到5-(Cbz-氨基)-1-戊醇,為白色固體(8.2 g,71%)。1H NMR(400 MHz,CDCl3)δ7.35(m,5H),5.09(s,2H),4.8(brs,1H),3.65(m,2H),3.20(m,2H),1.50-1.58(m,6H),1.39(m,2H)。
參考文獻(xiàn):
[1] Journal of the American Chemical Society, 2006, vol. 128, # 12, p. 4058 - 4073
[2] Chemical Communications, 2010, vol. 46, # 48, p. 9119 - 9121
[3] Chemistry - A European Journal, 2010, vol. 16, # 6, p. 1754 - 1760
[4] European Journal of Organic Chemistry, 2011, # 12, p. 2346 - 2353
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 23, p. 5098 - 5111