تفاعل #42295

معادلة التفاعل

Diethyl cyanophosphonate

3-[(dipropylamino)carbonyl]-5-ethylbenzoic acid

3-(aminocarbonyl)-5-[(dipropylamino)carbonyl]benzoic acid

(2R,3S)-3-amino-1-[(3-methoxybenzyl)amino]-4-phenyl-2-butanol

(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol trifluoroacetate

triethylamine

→

title compound

N1-{(1S,2R)-1-Benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-5-ethyl-N3,N3-dipropylisophthalamide

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىDichloromethane is then removed under reduced pressure
2. 2
   أخرىThe residue is partitioned between ethyl acetate and water
3. 3
   أخرىThe organic phase is separated
4. 4
   غسيلis washed with saline
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated

الإجراء التجريبي

Diethyl cyanophosphonate (0.132 mL, 0.870 mmol) is added to a mixture of 3-[(dipropylamino)carbonyl]-5-ethylbenzoic acid (IX, PREPARATION 21, 0.200 g, 0.720 mmol), (2R,3S)-3-amino-1-[(3-methoxybenzyl)amino]-4-phenyl-2-butanol (VIII, EXAMPLE 175, 0.216 mg, 0.720 mmol), and triethylamine (0.121 mL, 0.870 mmol) in dichloromethane (3 mL). The mixture was stirred for 1 hour at 20-25 degrees C. Dichloromethane is then removed under reduced pressure. The residue is partitioned between ethyl acetate and water. The organic phase is separated and is washed with saline, dried over anhydrous sodium sulfate, filtered and concentrated. The concentrate is column chouromatographed (silica gel; methanol/dichloromethane, 5/95) to give the title compound, MS (ESI+) for C34H45N3O4 m/z (M+H)+=560.4; HOURMS (FAB) calculated for C34H45N3O4+H=560.3488, found=560.3487.

المصدر