Potassium Phosphate, Tribasic → 5-[3,4-Dimethoxy-2-(3-methoxymethyl-oxetan-3-ylmethoxy)-phenyl]-3H-isobenzofuran-1-one

HRID 2171054ノート

反応式

HRID 2171054 の反応式
Br[C:2]1[C:7]([O:8][CH2:9][C:10]2([CH2:14][O:15][CH3:16])[CH2:13][O:12][CH2:11]2)=[C:6]([O:17][CH3:18])[C:5]([O:19][CH3:20])=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[C:34](=[O:38])[O:33][CH2:32]3)O1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.O.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:18][O:17][C:6]1[C:7]([O:8][CH2:9][C:10]2([CH2:14][O:15][CH3:16])[CH2:13][O:12][CH2:11]2)=[C:2]([C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[C:34](=[O:38])[O:33][CH2:32]3)[CH:3]=[CH:4][C:5]=1[O:19][CH3:20]

参加物

8

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 75806TricyclohexylphosphineHCID 580746235-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-2-benzofuran-1-one2 回HCID 674658773-(6-Bromo-2,3-dimethoxy-phenoxymethyl)-3-methoxymethyl-oxetane

生成物 1

HCID 674630695-[3,4-Dimethoxy-2-(3-methoxymethyl-oxetan-3-ylmethoxy)-phenyl]-3H-isobenzofuran-1-one

試薬・触媒・溶媒 3

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
120 °C

実験手順

3-(6-Bromo-2,3-dimethoxy-phenoxymethyl)-3-methoxymethyl-oxetane (0.02 g, 0.06 mmol) and 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one (Compound 309) (0.039 g, 0.14 mmol) were dissolved in 1,4-dioxan (0.6 mL). Argon was purged through the solution. Pd2(dba)3 0.001 g, 0.001 mmol) and PCy3 (0.0008 g, 0.003 mmol) were added followed by addition of K3PO4 (0.043 g, 0.2 mmol) in H2O (0.3 mL). The reaction mixture was heated in a microwave oven at 120° C. for 10 min. The mixture was filtrated, concentrated, redissolved in DMSO and purified by preparative HPLC to afford the title compound.

後処理

  1. customArgon was purged through the solution
  2. filtrationThe mixture was filtrated
  3. concentrationconcentrated
  4. dissolutionredissolved in DMSO
  5. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-dba926f8a132457aabb4d3dc77642056
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

読み込み中…