반응 #335247

ord-fbd8d7fedba344428f5e5551d50984af

반응 방정식

CN1CCOCC1
N-methylmorpholine
CC(Cc1ccc(NCC(=O)OC(C)(C)C)cc1)C(=O)O
4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]amino]-alpha-methyl-benzenepropanoic acid
CCCn1c(N)c(N)c(=O)n(CCC)c1=O
1,3-dipropyl-5,6-diaminouracil
CC(C)COC(=O)Cl
isobutyl chloroformate
CCCn1c(N)c(NC(=O)C(C)Cc2ccc(NCC(=O)OC(C)(C)C)cc2)c(=O)n(CCC)c1=O
title compound
CCCn1c(N)c(NC(=O)C(C)Cc2ccc(NCC(=O)OC(C)(C)C)cc2)c(=O)n(CCC)c1=O
2-[[4-[3-[(6-Amino-1-propyl-1,2,3,4-tetrahydro-3-propyl-2,4-dioxo-5-pyrimidinyl)amino]-2-methyl-3-oxopropyl]phenyl]amino]-acetic acid, 1,1-dimethylethyl ester

반응 조건

온도
-20°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGStir for 3 hours at -20° C.
  2. 2
    온도warm to room temperature
  3. 3
    기타Separate the organic phase
  4. 4
    세척wash with water (200 mL)
  5. 5
    건조dry (MgSO4)
  6. 6
    기타Evaporate the solvent in vacuo
  7. 7
    기타purify by flash chromatography

실험 절차

Dissolve 4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]amino]-alpha-methyl-benzenepropanoic acid (1.07 g, 3.64 mmol) in tetrahydrofuran (15 mL) and treat with N-methylmorpholine (0.4 mL, 3.64 mmol). Cool to -20° C. and treat with isobutyl chloroformate (0.47 mL, 3.64 mmol). Stir for 30 minutes and add a solution of 1,3-dipropyl-5,6-diaminouracil (0.82 g, 3.64 mmol) in dimethylformamide (5 mL). Stir for 3 hours at -20° C., warm to room temperature and dilute with ethyl ether (200 mL). Separate the organic phase, wash with water (200 mL) and dry (MgSO4). Evaporate the solvent in vacuo and purify by flash chromatography to yield the title compound.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05208240uspto-grants-1993_05