Di-tert-butyl (2S)-2-[(3-{[5-oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl]-oxy}-propionyl)-amino]-pentanedioate → (2S)-2-[(3-{[5-Oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl]-oxy}-propionyl)-amino]-pentanedioic Acid

HRID 1013435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1013435
[O-:1][N+:2]1[O:6][N:5]=[C:4]([O:7][CH2:8][CH2:9][C:10]([NH:12][C@@H:13]([CH2:21][CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])[C:14]([O:16]C(C)(C)C)=[O:15])=[O:11])[C:3]=1[S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31]>ClCCl.C(O)(C(F)(F)F)=O>[O-:1][N+:2]1[O:6][N:5]=[C:4]([O:7][CH2:8][CH2:9][C:10]([NH:12][C@@H:13]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[C:14]([OH:16])=[O:15])=[O:11])[C:3]=1[S:30]([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)(=[O:31])=[O:32]

Komponenten

4

Edukt 1

HCID 67317279Di-tert-butyl (2S)-2-[(3-{[5-oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl]-oxy}-propionyl)-amino]-pentanedioate

Produkt 1

HCID 57626191(2S)-2-[(3-{[5-Oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl]-oxy}-propionyl)-amino]-pentanedioic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of the compound obtained in Step A (3 g-5.5 mmol) in 100 ml of dichloromethane and 15 ml of TFA is stirred for 6 hours under argon. The solvents are distilled off in vacuo. The residue is triturated in diisopropyl ether, filtered off with suction and then dried in vacuo to yield the expected product in the form of white crystals.

Aufarbeitung

  1. distillationThe solvents are distilled off in vacuo
  2. customThe residue is triturated in diisopropyl ether
  3. filtrationfiltered off with suction
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-664d00725b2145178573f976119139a1
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07981920B2

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