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Mitomycin F → HCID 88715129, Verbindung

HRID 1462476
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1462476
[CH3:1][C:2]1[C:8](=[O:9])[C:7]2[N:10]3[C@@:14]([O:21][CH3:22])([C@H:15]([CH2:16][O:17][C:18]([NH2:20])=[O:19])[C:6]=2[C:4](=[O:5])[C:3]=1OC)[C@H:13]1[N:23]([CH3:24])[C@H:12]1[CH2:11]3.C([O-])(=O)C.[Na+].Cl.[OH:33][CH2:34][CH2:35][CH2:36][NH2:37]>CO>[C:18](=[O:17])([OH:19])[NH2:20].[OH:17][CH2:16][CH:15]1[C:6]2[C:4](=[O:5])[C:3]([NH:37][CH2:36][CH2:35][CH2:34][OH:33])=[C:2]([CH3:1])[C:8](=[O:9])[C:7]=2[N:10]2[CH2:11][CH:12]3[N:23]([CH3:24])[CH:13]3[C:14]12[O:21][CH3:22]
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Komponenten

5

Edukt 3

HCID 159845Mitomycin FHCID 517045Sodium AcetateHCID 30148263-Amino-1-propanol hydrochloride

Produkt 1

HCID 88715129HCID 88715129, VerbindungAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel3×

Versuchsvorschrift

To a solution of 50 mg(0.13 mmol) of N-methylmitomycin A in 10 ml of anhydrus methanol, a solution of 82 mg (1 mmol) sodium acetate in 2.5 ml of methanol and a solution of 130 mg (1 mmol) of 3-hydroxypropylamine hydrochloride in 2.5 ml of methanol were added alternatively with vigorous stirring, over a period of 10 minutes. The progress of the stirred reaction was checked frequently by TLC and appeared to be complete in 24 hours. The solvent was evaporated under reduced pressure and the residue was chromatographed using silica-gel as adsorbent. The fraction obtained by eluting the column with ethyl acetate was evaporated. Recrystallization from a mixture of methylene chloride and hexane gave 31 mg. (61% yield) of the desired product as purple-colored crystals having a melting point of 139°-140° (decomposing) and providing the following analysis:

Aufarbeitung

  1. customThe progress of the stirred reaction
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was chromatographed
  4. customThe fraction obtained
  5. washby eluting the column with ethyl acetate
  6. customwas evaporated
  7. customRecrystallization
  8. additionfrom a mixture of methylene chloride and hexane
  9. customgave 31 mg

Quellen und Nachweise

ORD-Eintrag
ord-3f574360cec14d3c8c95bb05b73fce6a
Quelldatensatz
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04460599

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