反応 #91995

反応方程式

(S)-2-tert-butoxycarbonylamino-3-[4-(2,6-dichlorobenzoylamino)phenyl]propionic acid methyl ester

hydrochloric acid

→

(S)-2-amino-3-[4-(2,6-dichlorobenzoylamino)phenyl]propionic acid methyl ester hydrochloride salt

溶媒

dioxane

dioxane

methanol

THF

反応条件

後処理

1. 1
   その他Then, some of the dioxane was removed under vacuum
2. 2
   その他to afford a yellow syrup and 250 mL of ethyl ether
3. 3
   workup.ADDITIONwas added
4. 4
   その他A gum was formed which
5. 5
   その他The solvent was removed under vacuum

実験手順

The solid (S)-2-tert-butoxycarbonylamino-3-[4-(2,6-dichlorobenzoylamino)phenyl]propionic acid methyl ester (43.45 g, 92.97 mmol) in dioxane (90 mL) was treated with 166 mL of 4.0N hydrochloric acid in dioxane at room temperature. After 5 minutes, the solids went into solution and the mixture was stirred for 2 h. Then, some of the dioxane was removed under vacuum to afford a yellow syrup and 250 mL of ethyl ether was added. A gum was formed which was dissolved in THF (100 mL) and methanol (100 mL). The solvent was removed under vacuum to obtain 43.7 g (100% yield) of (S)-2-amino-3-[4-(2,6-dichlorobenzoylamino)phenyl]propionic acid methyl ester hydrochloride salt as a white solid: mp 180-195° C. This was stored in the refrigerator under argon atmosphere. ES(+)-HRMS m/e calcd. for C17H16Cl2N2O3 (M+H)+ 367.0616, obsd. 367.0611.

出典