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Triphenylphosphine → HCID 71606413、化合物

HRID 2207470
ノート
印刷プレビュー

反応式

HRID 2207470 の反応式
[CH3:1][O:2][C:3]1[C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35]([NH:37][C:38]2[CH:42]=[C:41]([C:43](=[O:61])[NH:44][C:45]3[CH:50]=[CH:49][C:48]([C:51]4[CH:55]=[C:54]([C:56]([O:58][CH3:59])=[O:57])[N:53]([CH3:60])[CH:52]=4)=[CH:47][CH:46]=3)[N:40]([CH3:62])[CH:39]=2)=[O:36])=[CH:29][C:6]2[N:7](C(OCC=C)=O)[C@@H:8](OC3CCCCO3)[C@@H:9]3[CH2:15][CH2:14][CH2:13][N:10]3[C:11](=[O:12])[C:5]=2[CH:4]=1.N1CCCC1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Pd]>[CH3:1][O:2][C:3]1[C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35]([NH:37][C:38]2[CH:42]=[C:41]([C:43]([NH:44][C:45]3[CH:50]=[CH:49][C:48]([C:51]4[CH:55]=[C:54]([C:56]([O:58][CH3:59])=[O:57])[N:53]([CH3:60])[CH:52]=4)=[CH:47][CH:46]=3)=[O:61])[N:40]([CH3:62])[CH:39]=2)=[O:36])=[CH:29][C:6]2[N:7]=[CH:8][C@@H:9]3[CH2:15][CH2:14][CH2:13][N:10]3[C:11](=[O:12])[C:5]=2[CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11776TriphenylphosphineHCID 31268PyrrolidineHCID 131735922(11S,11aS)-allyl 7-methoxy-8-(4-((5-((4-(5-(methoxycarbonyl)-1-methyl-1H-pyrrol-3-yl)phenyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)amino)-4-oxobutoxy)-5-oxo-11-((tetrahydro-2H-pyran-2-yl)oxy)-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate

生成物 1

HCID 71606413HCID 71606413、化合物収率 34.3%

試薬・触媒・溶媒

2
HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 6344Dichloromethane溶媒

実験手順

Palladium tetrakis[triphenylphosphine](12.17 mg, 10.5 μM, 0.05 equiv) was added to a solution of Alloc-THP-PBD conjugate 15e (179 mg, 0.21 mmol), pyrrolidine (17.91 mg, 0.25 mmol, 1.2 eq) and triphenylphosphine (13.81 mg, 0.25 equiv) in DCM (5 mL). The reaction mixture was stirred at room temperature for 2 h at which point TLC showed completion of reaction. Excess DCM was removed by rotary evaporation under reduced pressure and the resulting residue dried in vacuo to remove pyrrolidone. The product was purified by high performance liquid chromatography (eluted with acetone:water gradient with 1% TFA) to give the product as a light yellowish solid, 16e (48 mg, 34% after HPLC purification).

後処理

  1. customcompletion of reaction
  2. customExcess DCM was removed by rotary evaporation under reduced pressure
  3. customthe resulting residue dried in vacuo
  4. customto remove pyrrolidone
  5. customThe product was purified by high performance liquid chromatography (eluted with acetone:water gradient with 1% TFA)

出典と根拠

ORDレコード
ord-74358d3c79f74639bcd1eb6b246b01d0
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09376440B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート