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Hydrochloric Acid → 5,9-Bis(benzyloxymethyl)-1-thia-4,7,10-triazacyclododecane

HRID 1733793
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1733793
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:21][NH:20][CH2:19][CH:18]([CH2:22][O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[NH:17][C:16](=O)[CH2:15][S:14][CH2:13][C:12](=O)[NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1>[CH2:24]([O:23][CH2:22][CH:18]1[CH2:19][NH:20][CH2:21][CH:10]([CH2:9][O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[NH:11][CH2:12][CH2:13][S:14][CH2:15][CH2:16][NH:17]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1
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Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 194385035,9-Bis(benzyloxymethyl)-1-thia-4,7,10-triazacyclododecane-3,11-dione

Produkt 1

HCID 194385495,9-Bis(benzyloxymethyl)-1-thia-4,7,10-triazacyclododecane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

5,9-Bis(benzyloxymethyl)-1-thia-4,7,10-triazacyclododecane-3,11-dione (0.352 g, 0.769 mmol) was dissolved in dry THF (10 ml) and cooled to 0° C. A 1M solution of borohydride -THF complex in THF (5 ml) was added under nitrogen and the mixture was stirred for 1 hour at ambient temperature and refluxed for 0.5 hours. To the cooled solution was added 2M hydrochloric acid (3 ml) and the resulting mixture was evaporated to dryness. Water (1 ml) and 25% ammonia solution (1 ml) was added and the mixture was extracted 3 times with 4 ml chloroform. The combined extracts were concentrated in vacuo and gave a yellow oil which showed absence of carbonyl bands in IR. Yield: 0.29 g (88%), FAB MS: 430(M+1).

Aufarbeitung

  1. temperaturerefluxed for 0.5 hours
  2. customthe resulting mixture was evaporated to dryness
  3. additionWater (1 ml) and 25% ammonia solution (1 ml) was added
  4. extractionthe mixture was extracted 3 times with 4 ml chloroform
  5. concentrationThe combined extracts were concentrated in vacuo
  6. customgave a yellow oil which

Quellen und Nachweise

ORD-Eintrag
ord-e704e937967f440383d5f29f0064f799
Quelldatensatz
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05531978

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