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

HRID 991765ノート

反応式

HRID 991765 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-da18913b9aab41a69375814acf5e958f
出典データセット
uspto-grants-2002_10
特許番号
US06465513B1

反応ノート

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