Trifluoroacetic acid → HCID 75053846、化合物

HRID 402199ノート

反応式

HRID 402199 の反応式
[CH:1]([C:4]1[N:5]=[C:6]([C:9]2[CH:18]=[C:17]([O:19][CH:20]3[CH2:38][CH:37]4[N:22]([C:23](=[O:59])[N:24](CC5C=CC(OC)=CC=5)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH:30]=[CH:31][CH:32]5[C:34]([C:40]([NH:42][S:43]([C:46]6([CH3:49])[CH2:48][CH2:47]6)(=[O:45])=[O:44])=[O:41])([NH:35][C:36]4=[O:39])[CH2:33]5)[CH2:21]3)[C:16]3[C:11](=[C:12]([CH3:62])[C:13]([O:60][CH3:61])=[CH:14][CH:15]=3)[N:10]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>ClCCl>[CH:1]([C:4]1[N:5]=[C:6]([C:9]2[CH:18]=[C:17]([O:19][CH:20]3[CH2:38][CH:37]4[N:22]([C:23](=[O:59])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH:30]=[CH:31][CH:32]5[C:34]([C:40]([NH:42][S:43]([C:46]6([CH3:49])[CH2:48][CH2:47]6)(=[O:45])=[O:44])=[O:41])([NH:35][C:36]4=[O:39])[CH2:33]5)[CH2:21]3)[C:16]3[C:11](=[C:12]([CH3:62])[C:13]([O:60][CH3:61])=[CH:14][CH:15]=3)[N:10]=2)[S:7][CH:8]=1)([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 76674797HCID 76674797、化合物

生成物 1

HCID 75053846HCID 75053846、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To compound 139 (106 mg, 0.120 mmol) dissolved in dichloromethane (18 mL) were added triethylsilane (38 μL, 0.240 mmol) and TFA (9 mL) and the reaction mixture was stirred at room temperature for 1 hour. The solvents were evaporated and co-evaporated trice with toluene. The residue was dissolved in dichloromethane and the organic phase was washed twice with saturated NaHCO3 solution. The organic phase was dried, filtered, and concentrated and the crude product was purified by flash column chromatography (toluene/ethyl acetate 1:1) to yield the title compound (73 mg, 80%) as a slightly yellow solid. LC-MS purity: >95%. (M+H)+ cald: 765.3. found: 765.7.

後処理

  1. customThe solvents were evaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washthe organic phase was washed twice with saturated NaHCO3 solution
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customthe crude product was purified by flash column chromatography (toluene/ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-b59b1b7311194e39982d1731e26bef32
出典データセット
uspto-grants-2014_06
特許番号
US08741926B2

反応ノート

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