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Dicyclohexylcarbodiimide → (+/-)-N-(2-(dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methyl-1-phenylpropyl)-2,3-dimethylbenzamide

HRID 20826
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HRID 20826 반응식
[NH2:1][CH:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:3]([N:14]([CH3:16])[CH3:15])([CH2:5][O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8])[CH3:4].[CH3:23][C:24]1[C:32]([CH3:33])=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](O)=[O:27].C1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[CH3:16][N:14]([CH3:15])[C:3]([CH3:4])([CH2:5][O:6][Si:7]([C:10]([CH3:11])([CH3:12])[CH3:13])([CH3:8])[CH3:9])[CH:2]([NH:1][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][CH:31]=[C:32]([CH3:33])[C:24]=1[CH3:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
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참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 117822,3-Dimethylbenzoic acidHCID 757711-HydroxybenzotriazoleHCID 68562132[2-Amino-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-1-methyl-2-phenylethyl]dimethylamine

생성물 1

HCID 68563699(+/-)-N-(2-(dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methyl-1-phenylpropyl)-2,3-dimethylbenzamide
수율 30%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The title compound (64 mg; 30%) was prepared from [2-amino-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-1-methyl-2-phenylethyl]dimethylamine D48 (150 mg; 0.46 mmol), 2,3-dimethylbenzoic acid (75 mg; 0.5 mmol), PL-dicyclohexylcarbodiimide (385 mg; 0.5 mmol; Polymer Labs 1.3 mmol/g), 1-hydroxybenzotriazole (77 mg; 0.5 mmol) in DCM (5 ml) in a similar manner to that described in E1. Mass spectrum (Electrospray LC/MS): Found 455 (MH+), C27H42N2O2Si requires 454. Ret. time 2.57 and 2.61 min.

후처리

  1. customtime 2.57 and 2.61 min.

출처 및 근거

ORD 기록
ord-3062e35499a94467b03248e37a763eba
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745642B2

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