Tetrahydrofuran → HCID 86738444, 화합물

반응식

[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:14]([OH:16])=O)[CH2:12][OH:13])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.O[N:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2N=[N:20]1.C1([N:34]=C=NC2CCCCC2)CCCCC1.[O:43]1[CH2:47]CCC1>>[N:19]#[N:20].[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:14]([NH:34][O:43][CH2:47][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[O:16])[CH2:12][OH:13])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

반응물 4

HCID 8028Tetrahydrofuran2회

HCID 10868Dicyclohexylcarbodiimide

HCID 27960291-Hydroxybenzotriazole hydrate

HCID 13817628N-(Phenylacetyl)-L-serine

생성물 1

HCID 86738444HCID 86738444, 화합물

반응 조건

온도: 0 °C

실험 절차

N-Phenylacetyl-L-serine (8.8 g), 1-hydroxybenzotriazole hydrate (6.03 g) and o-benzylhydroxylamine (4.84 g) are dissolved in tetrahydrofuran (450 ml) and chilled to 0° C. A solution of dicyclohexylcarbodiimide (8.1 g), in tetrahydrofuran (50 ml) is added over a 0.5 hour period. The reaction is allowed to warm to 26° C. and stir for about 16 hours. The mixture is filtered, and the filtrate concentrated under reduced pressure to a semi-solid residue. The addition of ethyl acetate (50 ml) causes crystallization. The solids are collected and dried (6.9 g, melting point 150°-151° C.).