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Hydrogen Peroxide → n-{2-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide

HRID 48378
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HRID 48378 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:17])[CH2:9][NH:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])=[CH:4][CH:3]=1.[C:18]1([CH2:24][O:25][C:26]([NH:28][CH:29]=[CH2:30])=[O:27])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C12CCCC(CCC1)B12[H]B2(C3CCCC2CCC3)[H]1.[OH-].[Na+].OO>Cl[Pd]Cl.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:17][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([CH2:30][CH2:29][NH:28][C:26]([O:25][CH2:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:27])=[CH:3][CH:4]=1)[CH2:9][NH:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 10931982benzyl N-ethenylcarbamateHCID 222598982-(4-Iodophenyl) propyl isopropylsulfonamide

생성물 1

HCID 22743233n-{2-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide수율 35%

시약·촉매·용매 2

HCID 24290
Palladium Chloride
촉매
HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매

실험 절차

Scheme Va, step A: 2-(4-iodophenyl) propyl isopropylsulfonamide (1.5 g, 4.1 mmol), (phenylmethoxy)-N-vinylcarboxamide (0.87 g, 4.9 mmol, prepared in example 6), 9-BBN dimer (1.3 g, 5.3 mmol), [1,1′bis(diphenylphosphino)-ferrocene] dichloropalladium (II), PdCl2(dppf) (0.17 g, 0.2 mmol), 3N sodium hydroxide (3 mL), and pH=7 buffer: hydrogen peroxide (2:1, 15 mL) were combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N{2-[4-(1-methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide, (0.6 g, 35%). Electron spray M.S. 417 (M*−H).

출처 및 근거

ORD 기록
ord-efd2e210a7394f589075055fb89c69b0
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06703425B2

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