Water → Boc-beta-chloro-ala-oh

HRID 1089998노트

반응식

HRID 1089998 반응식
[Cl:1][CH2:2][C@@H:3]([C:5]([OH:7])=[O:6])[NH2:4].C(N(CC)CC)C.[C:15]([O:19][C:20](ON=C(C1C=CC=CC=1)C#N)=[O:21])([CH3:18])([CH3:17])[CH3:16].O>O1CCOCC1>[C:15]([O:19][C:20]([NH:4][C@H:3]([C:5]([OH:7])=[O:6])[CH2:2][Cl:1])=[O:21])([CH3:18])([CH3:17])[CH3:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 4397723-chloro-L-alanine

생성물 1

HCID 7020770Boc-beta-chloro-ala-oh수율 47.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 1.0 g (6.25 mmol) of 3-chloro-L-alanine and 1.3 mL of triethylamine in 50% aqueous 1,4-dioxane were added 1.69 g (6.90 mmol) of 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile with stirring at room temperature. After 2 hours, the reaction mixture was poured into 20 mL of water and extracted twice with ethyl acetate. The organic layer was washed twice with water and then with saturated brine, dried over anhydrous magnesium sulfate and evaporated to give 0.66 g (40.5%) of white solid. Recrystallization from a mixture of ethyl acetate and n-hexane afforded 0.58 g of the pure product (35.6%) melting at 123°-124° C., with decomposition, and having the structural formula: ##STR75## The identity of the product was confirmed by IR and NMR analyses.

후처리

  1. extractionextracted twice with ethyl acetate
  2. washThe organic layer was washed twice with water
  3. dry with materialwith saturated brine, dried over anhydrous magnesium sulfate
  4. customevaporated

출처 및 근거

ORD 기록
ord-f6bbc24950e443c6adcf7f30c9bf226b
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05079366

반응 노트

불러오는 중…