Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(4-(1-methyl-2-oxoindolin-6-yl)phenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

HRID 216951Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 216951
[NH2:1][C:2](=O)[C@@H:3]([NH:22][C:23]([C:25]1([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)=[O:24])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:19]=[C:18]3[C:14]([CH2:15][C:16](=[O:21])[N:17]3[CH3:20])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>ClCCl>[C:2]([C@@H:3]([NH:22][C:23]([C:25]1([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:36])([CH3:35])[CH3:37])[CH2:26][CH2:27][O:28][CH2:29][CH2:30]1)=[O:24])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:19]=[C:18]3[C:14]([CH2:15][C:16](=[O:21])[N:17]3[CH3:20])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)#[N:1]

Komponenten

4

Edukt 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 59568615(S)-tert-Butyl 4-(1-amino-3-(4-(1-methyl-2-oxoindolin-6-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

Produkt 1

HCID 59568567(S)-tert-Butyl 4-(1-cyano-2-(4-(1-methyl-2-oxoindolin-6-yl)phenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of (S)-tert-butyl 4-(1-amino-3-(4-(1-methyl-2-oxoindolin-6-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 21, step (i), 44 mg) in dichloromethane (5 mL) was treated with Burgess' reagent (25 mg) and stirred at room temperature for 24 h. The reaction was diluted with dichloromethane (50 mL) and washed with water (50 mL). The combined organic extracts were dried over magnesium sulfate and evaporated in vacuo to the sub-titled compound (35 mg).

Aufarbeitung

  1. washwashed with water (50 mL)
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. customevaporated in vacuo to the sub-titled compound (35 mg)

Quellen und Nachweise

ORD-Eintrag
ord-ba6ac62e435047aab144e8e2d20a3316
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193239B2

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