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Isobutyl chloroformate → HCID 86596238, 화합물

HRID 491013
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HRID 491013 반응식
[SH:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][C:7](=[O:11])[C@H:8]([CH3:10])[NH2:9])=[O:5].Cl[C:17]([O:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[O:18]>CC(N(C)C)=O>[CH2:20]([O:19][C:17]([S:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][C:7](=[O:11])[C@H:8]([CH3:10])[NH2:9])=[O:5])=[O:18])[CH:21]([CH3:23])[CH3:22]
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참가 물질

4

반응물 2

HCID 62365Isobutyl chloroformateHCID 69062153HCID 69062153, 화합물

생성물 1

HCID 86596238HCID 86596238, 화합물

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

To a solution of N-(2-mercaptobenzoyl)-L-alaninamide (0.22 g, 1.00 mmol) in DMA (5 ml) was added iso-butyl chloroformate (0.2 g, 1.50 mmol), and the mixture was stirred for 8 h. The solvent was evaporated to dryness, and the residue was triturated with ethyl ether (25 ml). The precipitate obtained was filtered, washed with water and dried over CaCl2. Yield, 73%. The product was further purified by column chromatography on silica using chloroform-methanol (7:3 v/v) as eluent with 82% recovery. 1H NMR (DMSO-d6): 0.94(d, 6H, 2CH3), 1.34(d, 3H, CH3), 1.96(m, 1H, CH), 4.06(d, 2H, CH2), 4.44quintet, 1H, CH), 7.16(brs, 1H, NH2), 7.38(brs, 1H, NH2), 7.54-7.80(m, 4H, Ar—H), 8.42(d, 1H, NH).

후처리

  1. customThe solvent was evaporated to dryness
  2. customthe residue was triturated with ethyl ether (25 ml)
  3. customThe precipitate obtained
  4. filtrationwas filtered
  5. washwashed with water
  6. dry with materialdried over CaCl2
  7. customYield
  8. customThe product was further purified by column chromatography on silica

출처 및 근거

ORD 기록
ord-08fa8fdac5d64c7ebd4301a7d556a7e2
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07528274B2

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