Technology Process of (2R,3S)-N-Boc-2-amino-3-azido-1-phenylpentane
There total 8 articles about (2R,3S)-N-Boc-2-amino-3-azido-1-phenylpentane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 82 percent / ethyl chloroformate, triethylamine / tetrahydrofuran / 0.5 h
2: 87 percent / tetrahydrofuran / 6 h
3: 62 percent / TiCl4, Et3SiH / CH2Cl2 / 1 h
4: 77 percent / SOCl2 / 24 h / 50 °C
5: 95 percent / NaH / tetrahydrofuran / 1) 10 min, 2) RT, 6 h
6: 63 percent / LiOH*H2O / dioxane / 8 h / Ambient temperature
7: 1) methanesulfonyl chloride, Et3N, 2) NaN3 / 1) CH2Cl2, 0.5 h, 2) dimethylformamide, 50 deg C, 16 h
With
triethylsilane; lithium hydroxide; thionyl chloride; sodium azide; chloroformic acid ethyl ester; titanium tetrachloride; sodium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1248/cpb.36.3341
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 95 percent / NaH / tetrahydrofuran / 1) 10 min, 2) RT, 6 h
2: 63 percent / LiOH*H2O / dioxane / 8 h / Ambient temperature
3: 1) methanesulfonyl chloride, Et3N, 2) NaN3 / 1) CH2Cl2, 0.5 h, 2) dimethylformamide, 50 deg C, 16 h
With
lithium hydroxide; sodium azide; sodium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; 1,4-dioxane;
DOI:10.1248/cpb.36.3341
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 77 percent / SOCl2 / 24 h / 50 °C
2: 95 percent / NaH / tetrahydrofuran / 1) 10 min, 2) RT, 6 h
3: 63 percent / LiOH*H2O / dioxane / 8 h / Ambient temperature
4: 1) methanesulfonyl chloride, Et3N, 2) NaN3 / 1) CH2Cl2, 0.5 h, 2) dimethylformamide, 50 deg C, 16 h
With
lithium hydroxide; thionyl chloride; sodium azide; sodium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; 1,4-dioxane;
DOI:10.1248/cpb.36.3341