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Sodium Hydroxide → HCID 131723794, 화합물

HRID 1861630
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HRID 1861630 반응식
[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[OH-].[Na+].[CH2:18]([S:25](Cl)(=[O:27])=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCOCC1>[CH2:18]([S:25]([NH:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][CH2:4][CH2:5][C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7])(=[O:27])=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium Hydroxide2회HCID 74740Phenylmethanesulfonyl chloride2회HCID 24820238H-Aad(otbu)-OH

생성물 1

HCID 131723794HCID 131723794, 화합물수율 28.7%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

To a stirred solution of 0.5 g of H-Aad(OtBu)-OH in 4.4 mL of aqueous 1 N sodium hydroxide was added 0.42 g of benzylsulfonylchloride in 2 mL of dioxane. After 16 hours at room temperature, additional 1.4 mL of aqueous 2 N sodium hydroxide, 0.5 mL of dioxane and 0.09 g of benzylsulfonylchloride were added and the reaction mixture stirred for an additional day. The dioxane was removed, water was added, the mixture made acid (pH 3) using hydrochloric acid and extracted twice with diethyl ether. The combined ether layers were dried over sodium sulfate and concentrated to give 235 mg of BzlSO2-Aad(OtBu)-OH.

후처리

  1. customThe dioxane was removed
  2. additionwater was added
  3. extractionextracted twice with diethyl ether
  4. dry with materialThe combined ether layers were dried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8c7d8f534edc4006835e668ac7386090
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06534495B1

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