13139-16-7
13139-16-7 結(jié)構(gòu)式
基本信息
N-叔丁氧羰基-L-異亮氨酸
BOC-L-異纈氨酸
N-叔丁氧基羰基-L-異亮氨酸
N-BOC-L-異亮氨酸
N-BOC-L-異亮氨酸半水合物
N-BOC-L-異亮氨酸, 98+%
BOC-ISOLEUCINE
BOC-L-ILE-OH
BOC-L-ISOLEUCINE
BOC-L-ISOLEUCINE-OH
N-ALPHA-T-BOC-L-ISOLEUCINE
N-ALPHA-T-BUTOXYCARBONYL-L-ISOLEUCINE
N-T-BOC-L-ISOLEUCINE
N-(TERT-BUTOXYCARBONYL)-L-ISOLEUCINE
n-[(1,1-dimethylethoxy)carbonyl]-l-isoleucin
N-Boc-L-isoleucine
N-T-BOC-L-ISOLEUCINE CRYSTALLINE
N-(TERT-BUTOXYCARBONYL)-L-ISOLEUCINE, 98 %
Boc-Ile-OH.5H2O
BOC-L-Isoleucine, 99+%
Boc-lle-OH.1/2H2O
boc-ile-oh,0.5h20
Boc-L-lle-OH
N-ALPHA-T-BUTYLOXYCARBONYL-L-ISOLEUCINE SEMIHYDRATE
Boc-L-isoleucine· 1/2H2O
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法
73-32-5
24424-99-5
13139-16-7
一般步驟：將L-異亮氨酸（1.31 g，10 mmol，1.0當(dāng)量）溶于20.5 mL 1 M NaOH溶液中，置于冰浴中冷卻。緩慢加入溶于7 mL二惡烷的二碳酸二叔丁酯（Boc2O，2.62 g，12 mmol，1.2當(dāng)量）。反應(yīng)混合物在環(huán)境溫度下攪拌24小時。隨后，用1 M NaOH調(diào)節(jié)反應(yīng)液的pH至10，加入乙醚進(jìn)行相分離。水相用1 M HCl酸化至pH 2，并用乙酸乙酯（EtOAc）萃取。合并的有機(jī)相用飽和食鹽水洗滌，無水硫酸鈉干燥。減壓除去溶劑，得到BOC-L-異亮氨酸，為無色油狀物（2.20 g，產(chǎn)率95%）。 IR (cm-1): 3292 (w), 2967 (m), 2934 (w), 2880 (w), 1713 (s), 1661 (m), 1504 (m), 1465 (w), 1394 (m), 1368 (s), 1242 (m), 1159 (s), 1121 (m), 1046 (m), 1019 (w), 857 (w), 778 (w), 657 (w). 1H NMR (500 MHz, CDCl3) δ: 0.94 (t, J = 7.3 Hz, 3H, H-6), 0.98 (d, J = 7 Hz, 3H, H-4), 1.15-1.29 (m, 1H, H-5a), 1.46 (s, 9H, H-9/10/11), 1.46-1.54 (m, partially overlapped, 1H, H-5b), 1.83-1.99 (m, 1H, H-3), 4.30 (dd, J = 8.9, 4.6 Hz, 1H, H-2), 5.02 (d, J = 8.9 Hz, 1H, NH). 13C NMR (125 MHz, CDCl3) δ: 11.8 (C-6), 15.7 (C-4), 25.0 (C-5), 28.5 (C-9/10/11), 37.9 (C-3), 58.0 (C-2), 80.2 (C-8), 155.9 (C-7), 177.2 (C-1). HRMS (ESI) m/z: [M-H]- calcd for C11H20NO4 230.13868, found 230.13926. [α]20D +3.6 (c 2.00, CH3OH) (Lit [3]: [α]25D +3.8 (c 1.01, CH3OH)).
參考文獻(xiàn)：
[1] Tetrahedron Letters, 2005, vol. 46, # 38, p. 6537 - 6540
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 17, p. 6340 - 6350
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 14, p. 3573 - 3586
[4] Tetrahedron, 1992, vol. 48, # 37, p. 8007 - 8022
[5] Tetrahedron, 2006, vol. 62, # 31, p. 7274 - 7283
知名試劑公司產(chǎn)品信息
BOC-L-Isoleucine, 99+%(13139-16-7)