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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Trimethylsilyl iodide → N-[2-hydroxy-5-((1R)-1-hydroxy-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}ethyl)phenyl]methanesulfonamide

HRID 990084
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HRID 990084 반응식
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:43][Si](CC)(CC)CC)[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([S:26]([CH2:29][C:30]3[N:34]=[C:33]([C:35]4[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=4)[O:32][N:31]=3)(=[O:28])=[O:27])=[CH:22][CH:21]=2)=[CH:11][C:10]=1[NH:51][S:52]([CH3:55])(=[O:54])=[O:53])C1C=CC=CC=1.C[Si](I)(C)C.S(=O)(=O)(O)[O-].[Na+]>C(#N)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:43])[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]([S:26]([CH2:29][C:30]3[N:34]=[C:33]([C:35]4[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=4)[O:32][N:31]=3)(=[O:27])=[O:28])=[CH:24][CH:25]=2)=[CH:11][C:10]=1[NH:51][S:52]([CH3:55])(=[O:53])=[O:54]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 85247Trimethylsilyl iodideHCID 516919Sodium BisulfateHCID 12044212N-(2-(benzyloxy)-5-{(1R)-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}-1-[(triethylsilyl)oxy]ethyl}phenyl)methanesulfonamide

생성물 1

HCID 9830193N-[2-hydroxy-5-((1R)-1-hydroxy-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}ethyl)phenyl]methanesulfonamide수율 64.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

To a solution of the O-protected amino alcohol of Example 26 (0.292 g, 0.362 mmol) in acetonitrile (3 mL) was added 5 equivalents of trimethylsilyl iodide (0.26 mL, 0.1.81 mmol). The reaction mixture was heated to 50° C. for 16 h. TLC shows the absence of starting material, so 1 mL of dilute aqueous sodium bisulfate (Na2S2O5) solution was added to the room temperature reaction mixture and it was stirred vigorously for 15 minutes. The reaction mixture was evaporated in vacuo to dryness and the residue was flash chromatographed (silica gel; dichloromethane/chloroform/methanol: 12/3/2) to afford 0.140 g of the title compound as a light yellow crystalline solid.

후처리

  1. additionwas added to the room temperature reaction mixture and it
  2. customThe reaction mixture was evaporated in vacuo to dryness
  3. customchromatographed (silica gel; dichloromethane/chloroform/methanol: 12/3/2)

출처 및 근거

ORD 기록
ord-25000a142f8c4d3cbb3300e2675e96bf
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06458817B1

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