alpha-Methyltryptophan → HCID 68849237, Verbindung

HRID 2275397

Reaktionsgleichung

Reaktionsgleichung von HRID 2275397
[CH3:1][C:2]([C:14](O)=[O:15])([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[NH2:3]>C1COCC1>[NH2:3][C:2]([CH3:1])([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)[CH2:14][OH:15]

Komponenten

3

Edukt 1

HCID 95438alpha-Methyltryptophan

Produkt 1

HCID 68849237HCID 68849237, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a solution of alpha-methyl-DL-tryptophan (100 mg) in dry THF (10 ml) was added a borane-tetrahydrofuran complex (1.14 ml) dropwise. The reaction mixture was heated at 65° C. for 4.5 hours. The reaction mixture was quenched with ethanol (3 ml). The reaction mixture was concentrated and extracted with ethyl acetate and water. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC eluting with acetonitrile and water. The pure fractions were collected and freezedried.

Aufarbeitung

  1. customThe reaction mixture was quenched with ethanol (3 ml)
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with ethyl acetate and water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by preparative HPLC
  8. washeluting with acetonitrile and water
  9. customThe pure fractions were collected
  10. customfreezedried

Quellen und Nachweise

ORD-Eintrag
ord-0fb0c1dc1df1450daeb532bb4f95ee12
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09127007B2

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