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Triethylamine → (2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonate

HRID 269612
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HRID 269612 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].C(N(CC)CC)C.[C:13]([O:17][C:18](=[O:34])[NH:19][C@H:20]([CH2:32][OH:33])[CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])([CH3:16])([CH3:15])[CH3:14]>ClCCl>[CH3:1][S:2]([O:33][CH2:32][C@@H:20]([NH:19][C:18]([O:17][C:13]([CH3:15])([CH3:14])[CH3:16])=[O:34])[CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])(=[O:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86601679tert-butyl [(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamate

생성물 1

HCID 86601678(2S)-2,5-Bis[(tert-butoxycarbonyl)amino]pentyl methanesulphonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

103 mg (0.90 mmol) of methanesulfonyl chloride and 0.21 ml (1.5 mmol) of triethylamine are added to a solution of 240 mg (0.75 mmol) of tert-butyl[(1S)-4-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)butyl]carbamate (Example 83A) in 20 ml of dichloromethane, and the mixture is stirred at RT for 16 h. The mixture is diluted with dichloromethane and washed twice with 0.1N hydrochloric acid. The organic phase is dried over magnesium sulfate and evaporated to dryness in vacuo. The product is reacted without further purification.

후처리

  1. washwashed twice with 0.1N hydrochloric acid
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. customevaporated to dryness in vacuo
  4. customThe product is reacted without further purification

출처 및 근거

ORD 기록
ord-69c272a634874da0b578e392e1803026
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07446102B2

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