반응 #1261397

반응 방정식

product

methyl(1S)-1-[({(1S,3S,4S)-4-amino-3-hydroxy-5-phenyl-1-[4-(2-pyridinyl)benzyl]pentyl}amino)carbonyl]-2,2-dimethylpropylcarbamate

Boc-L-tert-leucine

DEPBT

N,N-diisopropylethylamine

→

title compound

수율 83.0%

methyl(1S,4S,6S,7S,10S)-7-benzyl-1,10-ditert-butyl-6-hydroxy-14,14-dimethyl-2,9,12-trioxo-4-[4-(2-pyridinyl)benzyl]-13-oxa-3,8,11-triazapentadec-1-ylcarbamate

수율 83.0%

용매

THF

반응 조건

후처리

1. 1
   기타partitioned between ethyl acetate and 10% Na2CO3 solution
2. 2
   세척The organic phase was washed with additional 10% Na2CO3 solution and brine
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타The residue was chromatographed on silica gel eluting with a gradient

실험 절차

A solution containing the product from Example 2C (0.050 g, 0.094 mmol) in THF (0.5 mL) was treated with Boc-L-tert-leucine (0.022 g, 0.096 mmol), DEPBT (0.042 g, 0.140 mmol), and N,N-diisopropylethylamine (0.08 mL, 0.459 mmol), stirred at 25° C. for 2 hours, and partitioned between ethyl acetate and 10% Na2CO3 solution. The organic phase was washed with additional 10% Na2CO3 solution and brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with a gradient starting with 50-100% ethyl acetate/chloroform to give the title compound (0.058 g, 83% yield).

출처