Triphenylphosphine → HCID 71696612、化合物

HRID 1485837ノート

反応式

HRID 1485837 の反応式
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([OH:15])[CH:11]=[CH:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:35][C:36]1[CH:37]=[C:38]([C:42]2[CH:47]=[C:46](O)[CH:45]=[CH:44][C:43]=2[CH2:49][CH2:50][NH:51][C:52](=[O:54])[CH3:53])[CH:39]=[CH:40][CH:41]=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.C([O-])(O)=O.[Na+]>C1COCC1>[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([O:15][C:46]2[CH:45]=[CH:44][C:43]([CH2:49][CH2:50][NH:51][C:52](=[O:54])[CH3:53])=[C:42]([C:38]3[CH:39]=[CH:40][CH:41]=[C:36]([F:35])[CH:37]=3)[CH:47]=2)[CH:11]=[CH:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 5

HCID 11776TriphenylphosphineHCID 516892Sodium BicarbonateHCID 5363146Diisopropyl azodicarboxylateHCID 12827154HCID 12827154、化合物HCID 89752224HCID 89752224、化合物

生成物 1

HCID 71696612HCID 71696612、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 35 (70 mg, 0.34 mmol) in freshly distilled THF (3 mL) at 0° C. was added triphenyl phosphine (180 mg, 0.68 mmol) and 23 (90 mg, 0.34 mmol). DIAD (0.135 mL, 0.68 mmol) was added to the mixture dropwise. The reaction was warmed to room temperature and stirred for 4 h. The reaction mixture was treated with saturated aqueous NaHCO3 solution (2 mL), washed with water, followed by brine, dried over Na2SO4, and concentrated to give a crude mixture that was purified by column chromatography (30% 50% EtOAc in hexane) to give 36 as an oil.

後処理

  1. washwashed with water
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. customto give a crude mixture that
  5. customwas purified by column chromatography (30% 50% EtOAc in hexane)

出典と根拠

ORDレコード
ord-66c20475096647fa82d23ebe22ab772a
出典データセット
uspto-grants-2016_08
特許番号
US09422320B2

反応ノート

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