Реакция #42294

Уравнение реакции

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

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

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

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

→

title compound

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

Растворители

DMF

Условия реакции

Обработка

1. 1
   Другоеpartitioned between ethyl acetate and water
2. 2
   ДругоеThe organic phase is separated
3. 3
   Промывкаwashed with saline
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated

Методика

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU, 0.0928 g, 0.244 mmol) is added to a mixture of, 3-(aminosulfonyl)-5-[(dipropylamino)-carbonyl]benzoic acid (XXXIX, PREPARATION 13, 0.0800 g, 0.244 mmol) and (2R,3S)-3-amino-1-[(3-methoxybenzyl)-amino]-4-phenyl-2-butanol (VIII, EXAMPLE 175, 0.0732 g, 0.244 mmol) in dry DMF (3 mL). The mixture is stirred for 18 hours at 20-25 degrees, and then partitioned between ethyl acetate and water. The organic phase is separated and 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 C32H42N4O6S m/z (M+H)+=611.5; HRMS (FAB) calculated for C32H42N4O6S+H1=611.2903, found=611.2904.

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