Allyltributylstannane → 2-Chloro-N-(1-hydroxy-3,3-dimethyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-4-propyl-benzamide

HRID 60565

반응식

HRID 60565 반응식
[Cl:1][C:2]1[CH:22]=[C:21](C(C)C)[CH:20]=[CH:19][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[C:14]([CH3:16])([CH3:15])[O:13][B:12]([OH:17])[C:11]=2[CH:18]=1)=[O:5].[CH2:26]([Sn](CCCC)(CCCC)CCCC)[CH:27]=[CH2:28]>>[Cl:1][C:2]1[CH:22]=[C:21]([CH2:26][CH2:27][CH3:28])[CH:20]=[CH:19][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[C:14]([CH3:15])([CH3:16])[O:13][B:12]([OH:17])[C:11]=2[CH:18]=1)=[O:5]

참가 물질

3

반응물 2

HCID 90628AllyltributylstannaneHCID 669274772-Chloro-N-(1-hydroxy-3,3-dimethyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-4-isopropyl-benzamide

생성물 1

HCID 673604192-Chloro-N-(1-hydroxy-3,3-dimethyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-4-propyl-benzamide

실험 절차

The title compound was prepared using a procedure similar to that of 2-chloro-N-(1-hydroxy-3,3-dimethyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-4-isopropyl-benzamide with allyltributylstannane replacing isopropenyltributylstannane. Data: LCMS (M/Z): 358 (M+H); 1H NMR (DMSO-d6) δ: 0.91 (t, J=7.3 Hz, 3 H) 1.44 (s, 6 H) 1.61 (sxt, J=7.4 Hz, 2 H) 2.61 (t, J=7.8 Hz, 2 H) 7.28 (d, J=1.0 Hz, 1 H) 7.37 (d, J=8.3 Hz, 1 H) 7.40 (s, 1 H) 7.48 (d, J=7.8 Hz, 1 H) 7.68 (dd, J=8.2, 2.1 Hz, 1 H) 8.06 (d, J=1.0 Hz, 1 H) 9.03 (br. s, 1 H) 10.44 (s, 1 H).

출처 및 근거

ORD 기록
ord-6fd4bd60ef894e67800a1dfcd553d9cd
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440994B2

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