تفاعل #932510

معادلة التفاعل

phenylpropyl amine

title product

N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-D-methionine

N-methylpiperidine

→

title product

N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl-N-(3-phenylpropyl)-D-methioninamide

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىwas flushed with Ar
2. 2
   درجة الحرارةwas cooled to -78° C.
3. 3
   workup.ADDITIONcharged with 2.5 ml (17.9 mmol) of IBCF
4. 4
   درجة الحرارةto warm to -15°
5. 5
   درجة الحرارةmaintained at this temperature for 15 min.
6. 6
   درجة الحرارةcooled to -78°
7. 7
   أخرىThe crude product, obtained after a reaction work up by the method of Example 1
8. 8
   أخرىwas chromatographed on a Waters prep 500 using a Porasil cartridge
9. 9
   غسيلeluting with 2% to 3% ethanol (EtOH)/CH2Cl2

الإجراء التجريبي

The title product of Example 2 (7.4 g, 17.9 mmol) dissolved in 75 ml of CH2Cl2 was flushed with Ar and cooled to 0° C. N-methylpiperidine (NMP, 2.2 ml, 17.9 mmol) was added to the reaction before it was cooled to -78° C. and charged with 2.5 ml (17.9 mmol) of IBCF. The reaction was allowed to warm to -15°, maintained at this temperature for 15 min., cooled to -78°, and charged with 2.4 g (17.9 mmol) of 3 phenylpropyl amine (PPA). The crude product, obtained after a reaction work up by the method of Example 1, was chromatographed on a Waters prep 500 using a Porasil cartridge eluting with 2% to 3% ethanol (EtOH)/CH2Cl2. The title product was obtained as a white solid (4.54 g).

المصدر