Tris(trimethylsilyl)silane → HCID 72707693、化合物

HRID 60720

反応式

HRID 60720 の反応式
[Si:1]([O:18][CH2:19][C@H:20]1[O:29][C@H:23]2[O:24][C:25]([CH3:28])([CH3:27])[O:26][C@H:22]2[CH:21]1OC(OC1C=CC=CC=1)=S)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si]([SiH]([Si](C)(C)C)[Si](C)(C)C)(C)C>C1(C)C=CC=CC=1.N(C(C)(C)C#N)=NC(C)(C)C#N>[CH3:27][C:25]1([CH3:28])[O:24][C@@H:23]2[O:29][C@H:20]([CH2:19][O:18][Si:1]([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:21][C@@H:22]2[O:26]1

参加物

5

反応物 2

HCID 123134Tris(trimethylsilyl)silaneHCID 131737103[(3aS,5R,6aS)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy-phenoxy-methanethione2 回

生成物 1

HCID 72707693HCID 72707693、化合物収率 88.9%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 1140Toluene溶媒

反応条件

温度
130 °C

実験手順

To a solution of [(3aS,5R,6aS)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy-phenoxy-methanethione (compound 25c, 17 g, 30 mmol) in toluene (150 mL) was added tri(trimethylsilyl)silane(16.4 g, 66 mmol) and azodiisobutyronitrile (98 mg, 0.6 mmol), the mixture was heated at 130° C. under nitrogen for 3 hours. After the reaction was completed, the reaction was concentrated in vacuo and the residue was purified by column chromatography on silica gel (eluting with 1:10 EtOAc in petroleum ether) to afford 11 g of [(3aS,5S,6aS)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-diphenyl-silane (compound 25d).

後処理

  1. concentrationthe reaction was concentrated in vacuo
  2. customthe residue was purified by column chromatography on silica gel (eluting with 1:10 EtOAc in petroleum ether)

出典と根拠

ORDレコード
ord-dc5c38134d9d4bc38045b9f9864eade3
出典データセット
uspto-grants-2016_09
特許番号
US09441008B2

関連ノート

読み込み中…