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Sodium Azide → 2-Methyl-1-(methylethoxycarbonyloxy)propyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)butanoate

HRID 1919453
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HRID 1919453 반응식
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:35])([CH3:34])[C@@H:11]([O:26][Si:27]([CH3:33])([CH3:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[C:12]([O:14][CH:15]([O:19][C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21])[CH:16]([CH3:18])[CH3:17])=[O:13])(=[O:7])=[O:6].[N-:36]=[N+:37]=[N-:38].[Na+]>CS(C)=O>[N:36]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:35])([CH3:34])[C@@H:11]([O:26][Si:27]([CH3:33])([CH3:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[C:12]([O:14][CH:15]([O:19][C:20]([O:22][CH:23]([CH3:25])[CH3:24])=[O:21])[CH:16]([CH3:18])[CH3:17])=[O:13])(=[O:7])=[O:6])=[N+:37]=[N-:38]
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참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 866289212-Methyl-1-(methylethoxycarbonyloxy)propyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)butanoate

생성물 1

HCID 866289222-Methyl-1-(methylethoxycarbonyloxy)propyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)butanoate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Following the general procedure for the preparation of azides of Description 16, a mixture of 2-methyl-1-(methylethoxycarbonyloxy)propyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)butanoate (47a) (0.6 g max.) dissolved in 5 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 69 mg (1.1 mmol) of sodium azide (NaN3). After work-up, the crude title compound (47b) was used in the next step without further purification. MS (ESI) m/z 590.22 (M+Na)+.

후처리

  1. customAfter work-up, the crude title compound (47b) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-e93e36355303453ba427e2ff040a5b72
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168617B2

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