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HRID 276501作成日:2026年10月26日

Ethanolamine → N-((1S)-1-(benzylthiomethyl)-2-chloroethyl)-N-isobutylammonium chloride

https://huagongshe.com/reaction/276501

反応式

関与物質

役割名称HCID仕込み量
反応物EthanolamineHCID 700—
反応物Thionyl ChlorideHCID 24386—
反応物1,3-OxazolidineHCID 536683—
反応物(1S)-1-(Benzylthiomethyl)-2-hydroxyethylamineHCID 2817366—
反応物(4S)-2-isopropyl-4-(benzylthiomethyl)-1,3-oxazolidineHCID 57283350—
反応物N-((1S)-1-(benzylthiomethyl)-2-hydroxyethyl)-N-isobutylamineHCID 69992249—
生成物N-((1S)-1-(benzylthiomethyl)-2-chloroethyl)-N-isobutylammonium chlorideHCID 69993869—

反応手順

(1S)-1-(Benzylthiomethyl)-2-hydroxyethylamine was made from (L)-S-benzylcysteine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (4S)-2-isopropyl-4-(benzylthiomethyl)-1,3-oxazolidine according to Method B4c, Step 1. The oxazolidine was reduced to N-((1S)-1-(benzylthiomethyl)-2-hydroxyethyl)-N-isobutylamine according to Method B4c, Step 2. The resulting 2-hydroxyethylamine was treated with SOCl2 according to Method B7c to give N-((1S)-1-(benzylthiomethyl)-2-chloroethyl)-N-isobutylammonium chloride. 2-Ethyl-4-cyanophenyl isothiocyanate was reacted with N-((1S)-1-(benzylthiomethyl)-2-chloroethyl)-N-isobutylammonium chloride according to Method C1b to give (4S)-2-(2-ethyl-4-cyanophenylimino)-4-(benzylthiomethyl)-3-isobutyl-1,3-thiazolidine HCl salt.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06353006B1
出典データセットuspto-grants-2002_03
ORD IDord-79208f749d0e4332944ea4e565a6e6f7
出典メモuspto-grants-2002_03