Triphenylphosphine → ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

HRID 606583

반응식

HRID 606583 반응식
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[CH3:34][C:35]1[C:39]2[CH:40]=[C:41]([OH:44])[CH:42]=[CH:43][C:38]=2[O:37][C:36]=1[C:45]([O:47][CH2:48][CH3:49])=[O:46].[C:50]([N:57]1[CH2:62][CH2:61][O:60][CH2:59][CH:58]1C(O)=O)([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51]>ClCCl>[CH3:34][C:35]1[C:39]2[CH:40]=[C:41]([O:44][CH2:1][CH:59]3[O:60][CH2:61][CH2:62][N:57]([C:50]([O:52][C:53]([CH3:54])([CH3:55])[CH3:56])=[O:51])[CH2:58]3)[CH:42]=[CH:43][C:38]=2[O:37][C:36]=1[C:45]([O:47][CH2:48][CH3:49])=[O:46]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 27601334-(tert-Butoxycarbonyl)morpholine-3-carboxylic acidHCID 42883413Ethyl 5-hydroxy-3-methyl-1-benzofuran-2-carboxylate

생성물 1

HCID 67046655ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Triphenyl phosphine polymer bound (1.37 mmol) was suspended in anhydrous dichloromethane (10 ml) then diisopropyl azodicarboxylate (1.18 mmol) was added and the mixture was stirred for 15 minutes at room temperature. Then ethyl 3-methyl-5-hydroxybenzofuran carboxylate (0.91 mmol) was added over 5 minutes followed by the addition of 4-N-boc-3-morpholinecarboxylic acid (0.91 mmol) over 5 minutes too. The mixture was stirred at room temperature over night. The solvent was evaporated under vacuo and the residue purified by flash chromatography to obtain ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate: m/z=419 in MS ES+, as clear oil.

후처리

  1. stirringThe mixture was stirred at room temperature over night
  2. customThe solvent was evaporated under vacuo
  3. customthe residue purified by flash chromatography

출처 및 근거

ORD 기록
ord-520abe56c59b4536864cbe3c2f122d97
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915300B2

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