852821-06-8
852821-06-8 結(jié)構(gòu)式
基本信息
(4AS,8AS,9S)-3-(芐氧基)-4A-((叔丁基二甲基硅基)氧基)-9-(二甲氨基)-8A,9-二氫萘酚[2,3-D]異惡唑-4,5(4AH,8H)-二酮
(4AS,8AS,9S)-3-(芐氧基)-4A-((叔丁基二甲基甲硅烷基)氧基)-9-(二甲基氨基)-8A,9-二氫萘并[2,3-D]異惡唑-4,54AH,8H)-二酮
(4AS,8AS,9S)-9-(二甲基氨基)-4A-[[叔丁基二甲基硅烷基]氧基]-8A,9-二氫-3-(苯基甲氧基)-萘并[2,3-D]異惡唑-4,5(4AH,8H)-二酮
CS-1875
EOS-61977
TP808
TP 808
TP 808, >=98%
(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2
3-Benzyloxy-4a-(tert-butyl-dimethyl-silanyloxy)-9-dimethylamino-8a,9-dihydro-4aH,8H-naphtho[2,3-d]isoxazole-4,5-dione
(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldiMethylsilyl)oxy)-9-(diMethylaMino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione
(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione TP808
(4aS,8aS,9S)-9-(Dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8a,9-dihydro-3-(phenylmethoxy)-naphth[2,3-d]isoxazole-4,5(4aH,8H)-dione
物理化學(xué)性質(zhì)
制備方法
![Naphth[2,3-d]isoxazole-4,5(4aH,8H)-dione, 9-(dimethylamino)-8a,9-dihydro-4a-hydroxy-3-(phenylmethoxy)-, (4aS,8aS,9S)-](/CAS/20210111/GIF/856906-36-0.gif)
856906-36-0
69739-34-0
852821-06-8
將2,6-二甲基吡啶（75.0μL，0.640mmol，5.0當(dāng)量）和叔丁基二甲硅基三氟甲磺酸酯（88.0μL，0.380mmol，3.0當(dāng)量）依次加入到(4AS,8aS,9S)-3-(芐氧基)-9-(二甲基氨基)-8a,9-二氫萘并[2,3-d]異惡唑-4,5(4aH,8H)-二酮（47.0mg，0.130mmol，1.0當(dāng)量）的二氯甲烷（3mL）溶液中。反應(yīng)混合物在23℃下攪拌3小時。隨后，加入磷酸鉀緩沖水溶液（pH 7.0, 0.2M，15mL）進(jìn)行淬滅。用二氯甲烷（2×20mL）萃取反應(yīng)混合物，合并有機(jī)相，并用無水硫酸鈉干燥。過濾干燥后的有機(jī)相，濃縮濾液，得到(4AS,8aS,9S)-3-(芐氧基)-4a-((叔丁基二甲基甲硅烷基)氧基)-9-(二甲基氨基)-8a,9-二氫萘并[2,3-d]異惡唑-4,5(4aH,8H)-二酮（56.0mg，產(chǎn)率91%）為白色結(jié)晶固體。熔點(diǎn)：157-158℃（分解）；薄層色譜Rf值：0.54（乙酸乙酯:己烷=1:3）；1H NMR (500 MHz, CDCl3) δ 7.51 (d, 2H, J = 1.5 Hz, ArH), 7.50-7.34 (m, 3H, ArH), 6.94 (m, 1H, =CHCH2), 6.10 (ddd, 1H, J = 10.3, 1.5, 1.5 Hz, =CHC(O)), 5.36 (m, 2H, OCH2Ar), 3.79 (d, 1H, J = 10.7 Hz, CHN(CH3)2), 2.83 (m, 2H, =CCH2), 2.78 (m, 1H, C3CH), 2.46 (s, 6H, N(CH3)2), 0.84 (s, 9H, C(CH3)3), 0.27 (s, 3H, SiCH3), 0.06 (s, 3H, SiCH3); 13C NMR (125 MHz, CDCl3) δ 193.4, 187.9, 181.6, 167.7, 149.5, 135.2, 128.8, 128.8, 128.8, 128.6, 108.6, 83.5, 72.8, 59.8, 48.1, 42.2, 26.3, 25.8, 19.3, -2.2, -3.8; FTIR (neat, cm-1) 2942 (s), 1719 (s, C=O), 1678 (s, C=O), 1602 (m), 1510 (s), 1053 (s, C-O), 733 (s); HRMS (ES) m/z 計(jì)算值 (C26H34N2O5Si + H)+ 483.2315, 實(shí)測值 483.2321。
參考文獻(xiàn)：
[1] Patent: WO2005/112945, 2005, A2. Location in patent: Page/Page column 94-95
[2] Organic Process Research and Development, 2017, vol. 21, # 3, p. 377 - 386
[3] Patent: WO2010/126607, 2010, A2. Location in patent: Page/Page column 123/251