Bromoethanesulfonic acid → 4-[(1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-[2-(2-sulfoethylamino)ethylcarbamoyl]-1,2,3,4,5,6,7,7a,11,11b,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]benzoic acid

HRID 2405496

반응식

[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:11]([CH3:52])([CH3:51])[C@H:12]3[C@:25]([CH3:28])([CH2:26][CH:27]=2)[C@@H:24]2[C@:15]([CH3:50])([C@@:16]4([CH3:49])[C@H:21]([CH2:22][CH2:23]2)[C@H:20]2[C@H:29]([C:32]([CH3:34])=[CH2:33])[CH2:30][CH2:31][C@:19]2([C:35]([NH:37][CH2:38][CH2:39][N:40](CC(O)=O)[CH2:41][C:42](O)=O)=[O:36])[CH2:18][CH2:17]4)[CH2:14][CH2:13]3)=[CH:6][CH:5]=1)([OH:3])=[O:2].BrCC[S:56]([OH:59])(=[O:58])=[O:57]>>[CH3:49][C@:16]12[C@@:15]3([CH3:50])[C@@H:24]([C@:25]4([CH3:28])[C@@H:12]([CH2:13][CH2:14]3)[C:11]([CH3:51])([CH3:52])[C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:1]([OH:3])=[O:2])=[CH:5][CH:6]=3)=[CH:27][CH2:26]4)[CH2:23][CH2:22][C@@H:21]1[C@H:20]1[C@H:29]([C:32]([CH3:34])=[CH2:33])[CH2:30][CH2:31][C@:19]1([C:35](=[O:36])[NH:37][CH2:38][CH2:39][NH:40][CH2:41][CH2:42][S:56]([OH:59])(=[O:58])=[O:57])[CH2:18][CH2:17]2

참가 물질

반응물 2

HCID 33662Bromoethanesulfonic acid

HCID 677761114-[(1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-[2-[bis(carboxymethyl)amino]ethylcarbamoyl]-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,11,11b,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]benzoic acid

생성물 1

HCID 547649634-[(1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-[2-(2-sulfoethylamino)ethylcarbamoyl]-1,2,3,4,5,6,7,7a,11,11b,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]benzoic acid

실험 절차

The title compound was prepared following the method described above for 2,2′-(2-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-9-(4-carboxyphenyl)-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]chrysene-3a-carboxamido)ethylazanediyl)diacetic acid (example 88). using 2-bromoethanesulfonic acid as alkylating reagent. The product was isolated as a white solid (3 mg, 39%). LCMS: m/e 709.37 (M+H)+, 2.04 min (method 1). 1H NMR (500 MHz, Acetic Acid-d4) δ ppm 8.03 (d, J=8.54 Hz, 2H), 7.30 (d, J=8.24 Hz, 2H), 5.37 (d, J=6.10 Hz, 1H), 4.79 (s, 1H), 4.66 (s, 1H), 3.93-3.75 (m, 2H), 3.74-3.62 (m, 2H), 3.50-3.44 (m, 2H), 3.42 (t, J=5.80 Hz, 2H), 3.20-3.06 (m, 1H), 2.66-2.47 (m, 1H), 1.75 (s, 3H), 2.31-1.10 (m, 21H), 1.09 (s, 3H), 1.06 (s, 3H), 1.06 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H).

출처 및 근거

ORD 기록: ord-10ddaa238fc2474796720882d63b8b84
출처 데이터셋: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08802661B2

연결된 노트

불러오는 중…