Reaktion #1735565

Reaktionsgleichung

HCl

Boc-D-Phe-OH

Pro-OBzl.HCl

HOBT

N,N-diisopropylethylamine

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide

→

Boc-D-Phe-Pro-OBzl

Lösungsmittel

diethyl ether

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed three times with 1N citric acid (250 mL)
2. 2
   TrocknenThe organic phase was dried (Na2SO4)
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated in vacuo
5. 5
   Sonstigeto yield 140 g (92.5%) of a pale yelow foam

Vorschrift

To a solution of Boc-D-Phe-OH (89.1 g, 336 mmol), Pro-OBzl.HCl (81.2g, 336 mmol), HOBT (50 g, 370 mmol) and N,N-diisopropylethylamine (176 mL, 1,008 mmol) at 0° C. in dichloromethane (600 mL) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide.HCl (71 g, 370 mmol). After stirring for 18 h, the mixture was diluted with diethyl ether 1 L) and washed three times with 1N citric acid (250 mL), once with water (250 mL), three times with sat'd aqueous NaHCO3 (250 mL) and once with sat'd aqueous NaCl (250 mL). The organic phase was dried (Na2SO4), filtered, and concentrated in vacuo to yield 140 g (92.5%) of a pale yelow foam.

Quelle