HRID1401010

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：C=C(C)[C@@H]1CC[C@]2(NCCN3CCS(=O)(=O)CC3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC=C(OS(=O)(=O)C(F)(F)F)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

HCID71698666

未命名化合物

结构：CCOC(=O)C1(C#N)CC=C(B2OC(C)(C)C(C)(C)O2)CC1

HCID86692362

未命名化合物

PRODUCTS

生成物

结构：C=C(C)[C@@H]1CC[C@]2(NCCN3CCS(=O)(=O)CC3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC=C(C6=CCC(C#N)(C(=O)OCC)CC6)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

HCID86692361

未命名化合物

收率 61%

PROCEDURE

实验过程

The title compound was prepared following the procedure described in general procedure Step 5, using (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate and ethyl 1-cyano-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate as reactants. The product was isolated as a mixture of diasteroisomers (solid, 61% yield). MS: m/e 748.6 (M+H)+, 2.99 min (method 4). 1H NMR (400 MHz, CHLOROFORM-d) δ 5.35 (d, J=1.8 Hz, 1H), 5.28-5.23 (m, 1H), 4.73 (d, J=1.8 Hz, 1H), 4.61 (s, 1H), 4.29 (q, J=7.0 Hz, 2H), 3.13-3.01 (m, 8H), 2.80-2.46 (m, 9H), 2.33-2.15 (m, 2H), 2.08-0.82 (m, 22H), 1.70 (s, 3H), 1.34 (t, J=7.2 Hz, 3H), 1.07 (s, 3H), 0.97 (s, 3H), 1.03-0.92 (m, 6H), 0.86 (s, 3H).

WORKUP

后处理

customThe product was isolated as a mixture of diasteroisomers (solid, 61% yield)
customm/e 748.6 (M+H)+, 2.99 min (method 4)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5baed6fbd7d64fa68d319c2176b9707b
来源数据集: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08906889B2
来源说明: uspto-grants-2014_12

反应 SMILES

FC(F)(F)S(O[C:7]1[C:8]([CH3:46])([CH3:45])[C@H:9]2[C@:22]([CH3:25])([CH2:23][CH:24]=1)[C@@H:21]1[C@:12]([CH3:44])([C@@:13]3([CH3:43])[C@H:18]([CH2:19][CH2:20]1)[C@H:17]1[C@H:26]([C:29]([CH3:31])=[CH2:30])[CH2:27][CH2:28][C@:16]1([NH:32][CH2:33][CH2:34][N:35]1[CH2:40][CH2:39][S:38](=[O:42])(=[O:41])[CH2:37][CH2:36]1)[CH2:15][CH2:14]3)[CH2:11][CH2:10]2)(=O)=O.[C:49]([C:51]1([C:66]([O:68][CH2:69][CH3:70])=[O:67])[CH2:56][CH2:55][C:54](B2OC(C)(C)C(C)(C)O2)=[CH:53][CH2:52]1)#[N:50]>>[C:49]([C:51]1([C:66]([O:68][CH2:69][CH3:70])=[O:67])[CH2:56][CH2:55][C:54]([C:7]2[C:8]([CH3:46])([CH3:45])[C@H:9]3[C@:22]([CH3:25])([CH2:23][CH:24]=2)[C@@H:21]2[C@:12]([CH3:44])([C@@:13]4([CH3:43])[C@H:18]([CH2:19][CH2:20]2)[C@H:17]2[C@H:26]([C:29]([CH3:31])=[CH2:30])[CH2:27][CH2:28][C@:16]2([NH:32][CH2:33][CH2:34][N:35]2[CH2:36][CH2:37][S:38](=[O:41])(=[O:42])[CH2:39][CH2:40]2)[CH2:15][CH2:14]4)[CH2:11][CH2:10]3)=[CH:53][CH2:52]1)#[N:50]