1-Hydroxybenzotriazole → 2-[([1,3]-Thiazol-2-yl)hydroxymethyl]-1-{N-[N-(tertbutyloxycarbonyl) (L)-Alanyl]-(L)-Valinyl}-(2S)-pyrrolidine

HRID 1821573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1821573
[NH:1]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@H:2]([C:4]([NH:6][C@H:7]([C:11]([OH:13])=O)[CH:8]([CH3:10])[CH3:9])=[O:5])[CH3:3].N(C(OC(C)(C)C)=O)[C@H](C(NCC(O)=O)=O)C.Cl.[S:39]1[C:43]2C=CC=C[C:42]=2[N:41]=[C:40]1[CH:48]([OH:54])[C@@H:49]1[CH2:53][CH2:52][CH2:51][NH:50]1.C1C=CC2N(O)N=NC=2C=1>C(#N)C>[S:39]1[CH:43]=[CH:42][N:41]=[C:40]1[CH:48]([OH:54])[C@@H:49]1[CH2:53][CH2:52][CH2:51][N:50]1[C:11](=[O:13])[C@H:7]([CH:8]([CH3:9])[CH3:10])[NH:6][C:4](=[O:5])[C@H:2]([CH3:3])[NH:1][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Komponenten

6

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 192414(S)-2-(2-((tert-Butoxycarbonyl)amino)propanamido)acetic acidHCID 11460416L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl-HCID 690336022-[(Benzothiazol-2-yl)hydroxymethyl]-(2s)-pyrrolidine hydrochloride

Produkt 1

HCID 690307572-[([1,3]-Thiazol-2-yl)hydroxymethyl]-1-{N-[N-(tertbutyloxycarbonyl) (L)-Alanyl]-(L)-Valinyl}-(2S)-pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1 eq of Boc-Ala-Val-OH or Boc-Ala-Gly-OH and 0.9 eq of 36 or 37, 1.1 eq of HOBt, and 1.1 eq of WSCD were dissolved in dry ACN. After addition of 0.9 eq of TEA the mixture was stirred overnight. The solvent was removed and the remaining oil was dissolved in ethyl acetate. The solution was washed with brine and dried.

Aufarbeitung

  1. customThe solvent was removed
  2. dissolutionthe remaining oil was dissolved in ethyl acetate
  3. washThe solution was washed with brine
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-df319365bea64905a18b58ff4988d414
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07608577B2

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