تفاعل #1415

ord-d232c1adede245b1b40453d6829ded7a

معادلة التفاعل

ClC(Cl)Cl
chloroform
CO
methanol
CCOC(=O)CN1Cc2ccccc2C[C@H](NC(=O)OCc2ccccc2)C1=O
(S)-1,3,4,5-tetrahydro-4-[[(phenylmethoxy)carbonyl]amino]-3-oxo-2H-2-benzazepine-2-acetic acid, ethyl ester
ClCCl
methylene chloride
CCOC(=O)CN1Cc2ccccc2C[C@H](N)C1=O
(S)-1,3,4,5-Tetrahydro-4-amino-3-oxo-2H-2-benzazepine-2-acetic acid, ethyl ester

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe mixture was filtered through Celite and filtrate
  2. 2
    أخرىwas evaporated to dryness
  3. 3
    أخرىThe semi-solid residue was triturated with hexane
  4. 4
    أخرىto give 0.63 g

الإجراء التجريبي

20% Palladium hydroxide/carbon catalyst was added to a solution of (S)-1,3,4,5-tetrahydro-4-[[(phenylmethoxy)carbonyl]amino]-3-oxo-2H-2-benzazepine-2-acetic acid, ethyl ester (1.037 g., 2.62 mmole) in absolute ethanol (20 ml.) and the resulting suspension was stirred under a hydrogen atmosphere (balloon) for 2 hours. The mixture was filtered through Celite and filtrate was evaporated to dryness. The semi-solid residue was triturated with hexane to give 0.63 g. of product as a white, crystalline solid; m.p. 71°-73° C.; Rf =0.38 (methanol:methylene chloride, 1:9); [α]D =77.5° (c=0.59, chloroform).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723602uspto-grants-1998_03