4-Toluenesulfonyl chloride → (2R,4R)-1-(Toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carboxylic Acid Ethyl Ester

HRID 906216

반응식

HRID 906216 반응식
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][C@@H:9]([OH:11])[CH2:8][NH:7]1)=[O:5])[CH3:2].C(N([CH2:17][CH3:18])CC)C.[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>N1C=CC=CC=1>[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][C@@H:9]([O:11][S:25]([C:22]2[CH:23]=[CH:24][C:19]([CH3:29])=[CH:20][CH:21]=2)(=[O:27])=[O:26])[CH2:8][N:7]1[S:25]([C:22]1[CH:23]=[CH:24][C:17]([CH3:18])=[CH:20][CH:21]=1)(=[O:27])=[O:26])=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 6992702(2R,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate

생성물 1

HCID 14541195(2R,4R)-1-(Toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carboxylic Acid Ethyl Ester

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

To a cold solution of 4-hydroxy-pyrrolidine-2-carboxylic acid ethyl ester (1) (1.4 g, 7.1 mmol) and triethyl amine (0.998 mL, 7.1 mmol) in pyridine (14 mL) at −5° C. was added portion-wise 4-toluenesulfonyl chloride (3.42 g, 17.9 mmol). The cold solution was then stirred for 1 h at 0° C. and stored overnight in the refrigerator. Then the mixture was further stirred at room temperature for 5 h and poured into ice water (10 mL). The precipitate separated out was filtered, washed with water (2×5 mL), and dried to give compound (2) as a white solid.

후처리

  1. waitstored overnight in the refrigerator
  2. stirringThen the mixture was further stirred at room temperature for 5 h
  3. customThe precipitate separated out
  4. filtrationwas filtered
  5. washwashed with water (2×5 mL)
  6. customdried

출처 및 근거

ORD 기록
ord-834d3227130745d9b7b41048564c1b17
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012983B2

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