benzyl 11-bromoundecanoate → HCID 90034560, Verbindung

HRID 1771056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1771056
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13].[C:22]([NH:32][CH2:33][C:34](=[O:40])[CH2:35][CH2:36][C:37]([O-:39])=[O:38])([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].[Cs+]>>[C:22]([NH:32][CH2:33][C:34](=[O:40])[CH2:35][CH2:36][C:37]([O:39][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])=[O:38])([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23]

Komponenten

3

Edukt 2

HCID 289450benzyl 11-bromoundecanoateHCID 90034572caesium 5-(Cbz-amino)-4-oxopentanoate

Produkt 1

HCID 90034560HCID 90034560, VerbindungAusbeute 51,1 %

Versuchsvorschrift

This compound was prepared from the product of 13a (0.96 g; 2.7 mmol) and 8b (1.0 g; 2.5 mmol) according to Procedure C. The crude product was purified on a 70×45 mm silica gel 60 column eluted with ethyl acetate-hexane (1:1) (1000 mL) collecting 13×50 mL fractions. The fraction containing the product (3) was evaporated and 0.69 g (47%) product was obtained (pinkish solid, mp 70-72° C.).

Aufarbeitung

  1. customThe crude product was purified on a 70×45 mm silica gel 60 column
  2. washeluted with ethyl acetate-hexane (1:1) (1000 mL)
  3. customcollecting 13×50 mL fractions
  4. additionThe fraction containing the product (3)
  5. customwas evaporated

Quellen und Nachweise

ORD-Eintrag
ord-78eee3af649e47f086b459535051c7e0
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249086B2

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