Potassium Bromide → HCID 11453970, 화합물

HRID 1677839노트

반응식

HRID 1677839 반응식
[K+].[Br-].[CH3:3][C@@H:4]1[C:33]([CH3:35])([CH3:34])[O:32][C@:6]2([O:10][C@H:9]3[CH2:11][C@H:12]4[C@@H:18]5[CH2:19][CH2:20][C@H:21]6[CH2:26][C@H:25]([OH:27])[CH2:24][CH2:23][C@:22]6([CH3:28])[C@H:17]5[C:15](=[O:16])[CH2:14][C@:13]4([CH3:29])[C@H:8]3[C@:7]2([OH:31])[CH3:30])[CH2:5]1>C(Cl)(Cl)Cl>[CH3:3][C@@H:4]1[C:33]([CH3:34])([CH3:35])[O:32][C@@:6]2([O:10][C@H:9]3[CH2:11][C@H:12]4[C@@H:18]5[CH2:19][CH2:20][C@H:21]6[CH2:26][C@H:25]([OH:27])[CH2:24][CH2:23][C@:22]6([CH3:28])[C@H:17]5[C:15](=[O:16])[CH2:14][C@:13]4([CH3:29])[C@H:8]3[C@:7]2([OH:31])[CH3:30])[CH2:5]1

참가 물질

4

반응물 2

HCID 253877Potassium BromideHCID 49864734HCID 49864734, 화합물2회

생성물 1

HCID 11453970HCID 11453970, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

colorless crystals, mp: 240° C.; [α]D24−38.0° (c 2.41, CHCl3); 1H NMR (CDCl3) δ 5.31 (s, 1H), 5.00 (brs 1 H), 4.53 (q, J=7 Hz, 1H), 4.24 (brs 1H), 2.69 (dd, J=14.5, 3.5 Hz, 1H), 2.61 (d, J=6.5 Hz, 1H), 2.28 (m, 1H), 2.12 (m, 1H), 2.06 (m, 1H), 2.04 (s, 3H), 1.87 (m, 1H), 1.82 (m, 2H), 1.74 (m, 1H), 1.71 (m, 2H), 1.64 (m, 1H), 1.61 (dd, J=14.5, 4 Hz, 1H), 1.48 (m, 3H), 1.41 (s, 3H), 1.41 (m, 1H), 1.34 (m, 1H), 1.29 (s, 3H), 1.27 (m, 1H), 1.18 (m, 2H), 1.00 (s, 3H), 096 (s, 3H), 0.93 (d, J=7 Hz, 3H), 0.79 (m, 1H); 13C NMR (CDCl3) δ 170.6 s, 117.9 s, 101.3 d, 90.7 s, 84.7 s, 80.6 d, 70.0 d, 66.0 d, 64.3 d, 58.5 d, 56.1 s, 56.0 d, 41.1 d, 40.5 d, 39.2 t, 38.7 t, 35.9 s, 32.4 t, 33.7 t, 32.1 t, 32.1 t, 31.0 d, 29.0 q, 27.4 t, 25.6 t, 22.8 q, 21.4 q, 19.6 q, 14.4 q, 13.9 q; positive NOEs: H-6β/H-8, H-8/H-18, H-12β/H-21, H-12α/H-16, H-14/H-16, H-15β/H-18, H-16/H-17, H-17/H-21, and H-21/H-23α; IR (KBr) 3470, 3300, 1730, 1240 cm−1; EIMS m/z 500 (M−H2O), 485 (4), 442 (4), 372 (100%). The stereochemistry at C-18 was elucidated to be R configuration by positive NOEs between the proton pairs: H-18/H-8 and H-18/H-15β.

후처리

  1. custom39.2 t, 38.7 t, 35.9 s, 32.4 t, 33.7 t, 32.1 t, 32.1 t, 31.0 d, 29.0 q, 27.4 t, 25.6 t, 22.8 q, 21.4 q, 19.6 q, 14.4 q, 13.9 q

출처 및 근거

ORD 기록
ord-021e1168960a4313a71ccd01822f1810
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008346B2

반응 노트

불러오는 중…