Ozone → HCID 58109197, 화합물

HRID 1046107

반응식

HRID 1046107 반응식
[CH2:1]([C@@:4]1([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16](Br)=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1)[CH:2]=C.[N:27]1[CH:32]=[CH:31][CH:30]=[C:29](B(O)O)[CH:28]=1.[O:36]=[O+][O-].[BH4-].[Na+]>>[F:26][C:23]1[CH:24]=[CH:25][C:20]([C@:4]2([CH2:1][CH2:2][OH:36])[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]3[CH:18]=[CH:17][C:16]([C:29]4[CH:28]=[N:27][CH:32]=[CH:31][CH:30]=4)=[CH:15][CH:14]=3)[CH3:12])[CH2:6][CH2:5]2)=[CH:21][CH:22]=1

참가 물질

5

반응물 4

HCID 24823OzoneHCID 27343783-Pyridinylboronic acidHCID 4311764Sodium borohydrideHCID 53473487(R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one

생성물 1

HCID 58109197HCID 58109197, 화합물

실험 절차

The title compound was prepared from (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one and pyridine-3-boronic acid using a procedure analogous to that described in Example 1 Step 2 followed by treatment with (i) ozone and (ii) NaBH4. LC-MS Method 2 tR=1.412, min, m/z=421.2; 1H NMR (CDCl3) 1.52 (d, 3H), 2.03-2.17 (m, 3H), 2.22-2.32 (m, 3H), 2.81 (m, 1H), 3.47-3.52 (m, 1H), 3.72 (m, 1H), 5.63 (m, 1H), 6.93-7.01 (m, 4H), 7.21-7.26 (m, 2H), 7.28-7.33 (m, 3H), 7.73 (m, 1H), 8.51 (m, 1H), 8.68 (m, 1H).

출처 및 근거

ORD 기록
ord-a6f3ab3881094b8bab6c6408467382d1
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569292B2

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