Reaktion #660216

ord-cb6c315d5b8f475d922bf1e822b2eb8d

Reaktionsgleichung

c1ccccc1
Ph-H
CC[C@H](C)[C@H](N)C(=O)O
Ile
C[C@H](N)C(=O)O
Ala
c1ccccc1
Ph-H
C[C@H](N)C(=O)O
Ala
C[C@H](N)C(=O)O
Ala
CC[C@H](C)[C@H](N)C(=O)O
Ile
CC[C@H](C)[C@H](N)C(=O)O
Ile
c1ccc2c(c1)Cc1ccccc1-2
fluorene
c1ccccc1
Ph-H
→
CC[C@H](C)[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
Fmoc-Ile-OH

Edukte

c1ccccc1
Ph-H
—
Alkyl-H
—
fluorene-H
—
CO—N—CH2—
—
CO—N—CH2—
CC[C@H](C)[C@H](N)C(=O)O
Ile
—
fluorene-H
—
N—CH2—CH2—CH2
C[C@H](N)C(=O)O
Ala
c1ccccc1
Ph-H
C[C@H](N)C(=O)O
Ala
C[C@H](N)C(=O)O
Ala
CC[C@H](C)[C@H](N)C(=O)O
Ile
CC[C@H](C)[C@H](N)C(=O)O
Ile
—
Ala Me
—
fluorene-H
c1ccc2c(c1)Cc1ccccc1-2
fluorene
—
fluorene (Fmoc)-CH2—O
c1ccccc1
Ph-H

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

0.88 (3H, t, J=6.9, —OC17H34-Me) 1.20-2.20 (75H, br, m, Alkyl-H, Ile Me-CH2—CH-Me, Pro N—CH2—CH2—CH2—CH, Ala Me) 2.30 (1H, br, s, Ile Me-CH2—CH-Me) 3.38 (4H, t, J=6.6, —CH2—O—CH2—C21H43) 3.58 (1H, br, Pro CO—N—CH2—) 3.70 (1H, br, Pro CO—N—CH2—) 3.88 (2H, br, t, J=6.6, fl-O—CH2—) 4.19 (1H, t, J=6.6, fluorene (Fmoc) C9-H) 4.25-4.45 (3H, m, fluorene (Fmoc)-CH2—O, Ile or Pro or Ala α-H) 4.50 (1H, br, m, Ile or Pro or Ala α-H) 4.66 (1H, br, m, Ile or Pro or Ala α-H) 5.40 (1H, d, J=9.3, Fmoc-NH—) 6.75-7.45 (12H, m, fluorene-H or Ph-H) 7.57 (4H, br, fluorene-H or Ph-H) 7.75 (2H, d, J=7.8, fluorene-H or Ph-H)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09029504B2uspto-grants-2015_05