Tri(butyl)vinylstannane → 6-Methyl-5-vinyl-3-(1-t-butyloxycarbonyl-(2S)-azetidinylmethoxy)pyridine

HRID 365919ノート

反応式

HRID 365919 の反応式
[C:1]([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][O:13][C:14]1[CH:15]=[N:16][C:17]([CH3:21])=[C:18](Br)[CH:19]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH2:22](C([SnH3])=C(CCCC)CCCC)[CH2:23]CC>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][O:13][C:14]1[CH:15]=[N:16][C:17]([CH3:21])=[C:18]([CH:22]=[CH2:23])[CH:19]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

4

反応物 2

HCID 21115800Tri(butyl)vinylstannaneHCID 229618173-(1-BOC-2-(S)-azetidinylmethoxy)-5-bromo-6-methyl-pyridine

生成物 1

HCID 229618196-Methyl-5-vinyl-3-(1-t-butyloxycarbonyl-(2S)-azetidinylmethoxy)pyridine収率 56.4%

試薬・触媒・溶媒 1

HCID 178418397HCID 178418397、化合物触媒

実験手順

The product of 196e (1.0 g, 2.8 mmol) and tributylvinyl tin hydride (0.98 mL, 3.4 mmol) and tetrakis(triphenylphosphine)palladium (161 mg, 0.14 mmol) were as in Example 191a to provide the title compound (0.48 g, 1.58 mmol, 56%) after chromatography (silica gel; hexanes/EtOAc, 4:1): MS (CI/NH3) 305 (M+H)+.

出典と根拠

ORDレコード
ord-ef41156a15c44f7f9cab134ec80d8311
出典データセット
uspto-grants-2000_10
特許番号
US06127386

反応ノート

読み込み中…