Technology Process of (1S,3S,5S)-2-[(2S)-2-amino-2-[(1r,3R,5R,7S)-3-hydroxyadamantan-1-yl]acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
There total 9 articles about (1S,3S,5S)-2-[(2S)-2-amino-2-[(1r,3R,5R,7S)-3-hydroxyadamantan-1-yl]acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide;
In
dichloromethane; water;
at 20 ℃;
for 1h;
pH=9;
- Guidance literature:
-
[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-2-oxoethyl]carbamic acid-1,1-dimethylethyl ester;
With
hydrogenchloride; water;
In
methanol; dichloromethane;
at 0 - 20 ℃;
for 20.6667h;
With
sodium hydroxide;
In
water;
pH=> 11;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: (1R,2S)-2-Amino-1,2-diphenylethanol / ethyl acetate / 3.33 h / 70 °C
2.1: hydrogenchloride; water / ethyl acetate; water / pH 3
3.1: 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 0.08 h / 0 °C / Inert atmosphere
3.2: .(R).T3P / 17.5 h / 0 - 25 °C
4.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
4.2: 20 - 25 °C / pH > 10
5.1: hydrogenchloride; water / dichloromethane; methanol / 20.67 h / 0 - 20 °C
5.2: pH > 11
With
4-methyl-morpholine; pyridine; hydrogenchloride; (1R,2S)-2-Amino-1,2-diphenylethanol; water; trifluoroacetic anhydride;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid butyl ester; water; ethyl acetate;
