Technology Process of (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester
There total 12 articles about (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: aq. HCl; H2 / Pd/C / methanol / 4 h / 20 °C
2: 280 mg / iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
3: TFA / CH2Cl2 / 0 °C
With
hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
methanol; dichloromethane;
DOI:10.1021/ol048437p
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 280 mg / iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
2: TFA / CH2Cl2 / 0 °C
With
1-hydroxy-7-aza-benzotriazole; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
dichloromethane;
DOI:10.1021/ol048437p
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaNO2; AcOH / 6 h / 40 °C
2.1: Et3N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C
2.2: 70 percent / tetrahydrofuran; diethyl ether / -10 - 20 °C
3.1: 90 percent / PhCO2Ag; Et3N / -25 - 20 °C
4.1: 92 percent / K2CO3 / methanol / 6 h / 0 °C
5.1: 87 percent / iPr2NEt / CH2Cl2 / 5 h / 20 °C
6.1: 75 percent / LDA; LiCl / tetrahydrofuran / -78 °C
7.1: LiOH*H2O / tetrahydrofuran; methanol; H2O / 0 - 20 °C
8.1: 280 mg / iPr2NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH2Cl2 / -25 - 20 °C
9.1: TFA / CH2Cl2 / 0 °C
With
lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; silver benzoate; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; sodium nitrite; isobutyl chloroformate;
In
tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol048437p
