Triphenylphosphine → Methyl 2-[4-(4-fluorophenoxy)benzenesulfonyl]-6-(2-morpholin-4-ylethoxy)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

HRID 2265880ノート

反応式

HRID 2265880 の反応式
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[F:20][C:21]1[CH:51]=[CH:50][C:24]([O:25][C:26]2[CH:31]=[CH:30][C:29]([S:32]([N:35]3[CH2:44][CH2:43][C:42]4[C:37](=[CH:38][CH:39]=[C:40]([OH:45])[CH:41]=4)[CH:36]3[C:46]([O:48][CH3:49])=[O:47])(=[O:34])=[O:33])=[CH:28][CH:27]=2)=[CH:23][CH:22]=1.[N:52]1([CH2:58][CH2:59]O)[CH2:57][CH2:56][O:55][CH2:54][CH2:53]1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[F:20][C:21]1[CH:22]=[CH:23][C:24]([O:25][C:26]2[CH:27]=[CH:28][C:29]([S:32]([N:35]3[CH2:44][CH2:43][C:42]4[C:37](=[CH:38][CH:39]=[C:40]([O:45][CH2:59][CH2:58][N:52]5[CH2:57][CH2:56][O:55][CH2:54][CH2:53]5)[CH:41]=4)[CH:36]3[C:46]([O:48][CH3:49])=[O:47])(=[O:33])=[O:34])=[CH:30][CH:31]=2)=[CH:50][CH:51]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 611632-MorpholinoethanolHCID 5462977Diethyl azodicarboxylateHCID 68679822Methyl 2-[4-(4-fluorophenoxy)benzenesulfonyl]-6-hydroxy-1,2,3,4-tetrahydro-isoquinoline-1-carboxylate

生成物 1

HCID 68680877Methyl 2-[4-(4-fluorophenoxy)benzenesulfonyl]-6-(2-morpholin-4-ylethoxy)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

667 mg (2.0 mmol) of polymer-bound PPh3 (3 mmol/g) are introduced into 2 ml of THF and, at room temperature, 229 mg (0.5 mmol) of methyl 2-[4-(4-fluorophenoxy)-benzenesulfonyl]-6-hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (3B), 242 μl (2.0 mmol) of 2-morpholin-4-ylethanol and 311 μl (2.0 mmol) of DEAD are added. After one hour, the mixture is filtered and the filtrate is concentrated in vacuo. The residue is chromatographed on silica gel (dichloromethane→dichloromethane/methanol 98:2), resulting in 53% of the title compound.

後処理

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is chromatographed on silica gel (dichloromethane→dichloromethane/methanol 98:2)

出典と根拠

ORDレコード
ord-b30bb2b706ba449197875fb5540bdb4d
出典データセット
uspto-grants-2010_12
特許番号
US07858619B2

反応ノート

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