16948-10-0

基本信息
3-[(叔丁氧羰基)氨基]-2-甲基丙酸
3-(BOC-AMINO)-2-METHYLPROPANOIC ACID
REF DUPL: Boc-DL-3-Aminoisobutyric acid
3-(tert-butoxycarbonyl)-2-methylpropanoic acid
N-((tert-Butoxy)carbonyl)-DL-3-aminoisobutyric acid
3-(tert-butoxycarbonylamino)-2-methylpropanoic acid
Boc-DL-3-AMinoisobutyric acid Boc-DL-3-AMinoisobutyric acid
2-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Propanoic acid, 3-[[(1,1-diMethylethoxy)carbonyl]aMino]-2-Methyl-, (±)-
物理化學(xué)性質(zhì)
制備方法

10569-72-9

24424-99-5

16948-10-0
一般步驟:將DL-3-氨基異丁酸(CAS號(hào)[10569-72-9],5g,47.52mmol)溶于2N NaOH溶液(24.7mL)中,在冷水浴冷卻下,緩慢滴加二碳酸二叔丁酯(Boc2O,11.73g,53.22mmol)的四氫呋喃(THF,75mL)溶液,控制反應(yīng)溫度低于30℃。反應(yīng)混合物在室溫下攪拌18小時(shí)后,進(jìn)行減壓濃縮。濃縮物用水(75mL)稀釋,并用甲基叔丁基醚(MTBE,3×150mL)洗滌。水相用100g/L檸檬酸溶液(150mL)酸化至pH 3,隨后用乙酸乙酯(EtOAc,3×150mL)萃取。合并有機(jī)相,用水(3×45mL)洗滌,經(jīng)無水硫酸鎂(MgSO4)干燥,過濾后減壓濃縮,得到9.4g目標(biāo)產(chǎn)物3-((叔丁氧羰基)氨基)-2-甲基丙酸(化合物11),為無色油狀物,收率97%。核磁共振氫譜(1H NMR,400 MHz,DMSO-d6,δ,ppm):1.01(d,J = 7.1 Hz,3H);1.38(s,9H);2.48(m,1H);2.91(dt,J = 6.1, 6.5和13.5 Hz,1H);3.15(ddd,J = 6.1, 7.4和13.5 Hz,1H);6.80(t,J = 6.1 Hz,1H);12.15(寬s,1H)。
參考文獻(xiàn):
[1] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6541 - 6544
[2] Patent: WO2017/76998, 2017, A1. Location in patent: Page/Page column 163
[3] Patent: EP2380890, 2011, A1. Location in patent: Page/Page column 19
[4] Patent: CN108341752, 2018, A. Location in patent: Paragraph 0482; 0483; 0484; 0485
[5] European Journal of Organic Chemistry, 2012, # 29, p. 5774 - 5788,15