N-[(2-methoxyphenyl)methylidene]hydroxylamine → Tert-butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)-3-[3-(2-methoxyphenyl)isoxazol-5-yl]propionate

HRID 991765노트

반응식

HRID 991765 반응식
[O-]Cl.[Na+].[CH3:4][O:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[CH:8]=[N:9][OH:10].[CH3:15][O:16][C:17]([C:19]12[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][C:21]([C:29]([NH:31][CH:32]([CH2:40][C:41]#[CH:42])[C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])=[O:30])([CH2:22]3)[CH2:20]1)[CH2:26]2)=[O:18]>C(Cl)(Cl)Cl.CCN(CC)CC>[CH3:15][O:16][C:17]([C:19]12[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][C:21]([C:29]([NH:31][CH:32]([CH2:40][C:41]4[O:10][N:9]=[C:8]([C:7]5[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=5[O:5][CH3:4])[CH:42]=4)[C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])=[O:30])([CH2:22]3)[CH2:20]1)[CH2:26]2)=[O:18]

참가 물질

6

반응물 3

HCID 141489N-[(2-methoxyphenyl)methylidene]hydroxylamineHCID 21940505tert-Butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)pent-4-ynoateHCID 23665760Sodium Hypochlorite

생성물 1

HCID 21940557Tert-butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)-3-[3-(2-methoxyphenyl)isoxazol-5-yl]propionate

시약·촉매·용매 2

HCID 8471Triethylamine촉매HCID 6212Chloroform용매

실험 절차

To a solution of 5.25% aqueous NaOCl (1.33 g, 0.77 mmol) in CHCl3 at 0° C. was added a solution of 2-methoxybenzaldehyde oxime (0.77 mmol, 0.116 g) dropwise and tert-butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)pent4-ynoate (300 mg, 0.77 mmol) and one drop of Et3N. After addition, the reaction mixture was allowed to warm up to room temperature and stirred overnight. The solvent was evaporated under reduced pressure and the crude product was purified on a prep plate (silica gel; EtOAc/hexanes, 2:3) to afford the title compound.

후처리

  1. additionAfter addition
  2. customThe solvent was evaporated under reduced pressure
  3. customthe crude product was purified on a prep plate (silica gel; EtOAc/hexanes, 2:3)

출처 및 근거

ORD 기록
ord-da18913b9aab41a69375814acf5e958f
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465513B1

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