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O-Toluidine → N-(2-methylphenyl)-2(S)-(tert-butoxycarbonylamino)hexanamine

HRID 342156
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HRID 342156 반응식
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:9]([O:13][C:14]([NH:16][C@@H:17]([CH2:20][CH2:21][CH2:22][CH3:23])[CH:18]=O)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClC(Cl)C>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:18][C@@H:17]([NH:16][C:14]([O:13][C:9]([CH3:11])([CH3:10])[CH3:12])=[O:15])[CH2:20][CH2:21][CH2:22][CH3:23]
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참가 물질

5

반응물 3

HCID 7242O-ToluidineHCID 5049666Sodium triacetoxyborohydrideHCID 10420833(S)-tert-butyl 1-oxohexan-2-ylcarbamate

생성물 1

HCID 22941063N-(2-methylphenyl)-2(S)-(tert-butoxycarbonylamino)hexanamine

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

The title compound was prepared according to the procedure described in Example 39, Step C, except using o-toluidine (0.32 mL, 3.00 mmol), 2(S)-(tert-butoxycarbonylamino)hexanal (0.538, 2.50 mmol), sodium triacetoxyborohydride (0.795 g, 3.75 mmol) in dichloroethane (10 mL) The crude product was purified by column chromatography to yield the title compound.

후처리

  1. customThe title compound was prepared
  2. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-8782a309aed94875ae01d76c6ecb8d1e
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05856326

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