Sodium triacetoxyborohydride → HCID 54338209, 화합물

HRID 1780805노트

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HRID 1780805 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[CH3:15])=[O:6].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[C:33]([O:37][C:38]([NH:40][C@H:41]([CH:63]=O)[CH2:42][S:43][C:44]([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)([C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:39])([CH3:36])([CH3:35])[CH3:34]>ClCCCl>[C:33]([O:37][C:38]([NH:40][C@@H:41]([CH2:42][S:43][C:44]([C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=1)[CH2:63][NH:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[CH3:15])=[O:6])=[O:39])([CH3:34])([CH3:35])[CH3:36]

참가 물질

5

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 64565863-amino-N-(2,3-dimethylphenyl)benzamideHCID 10388929N-Boc-S-trityl-(L)-cysteinal

생성물 1

HCID 54338209HCID 54338209, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
20 °C

실험 절차

To a solution of 2 (0.28 g) in 12 mL of 1,2-dichloroethane at 0° C. was added sodium triacetoxyborohydride (0.36 g) and N-t-butyloxycarbonyl-S-(triphenyl- methyl)cysteinal (0.35 g). The cooling bath was removed and the mixture was stirred for 4 h at 20° C. The solution was concentrated in vacuo and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was extracted with 50 mL each of 2% potassium hydrogen sulfate, saturated sodium bicarbonate, saturated sodium chloride, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a foam. NMR (300 MHz, CDCl3) δ 8.17 (1H, b), 7.46-7.18 (15H, m), 6.60 (1H, m), 3.13(2H, m,), 2.45(3H, m), 2.30 (3H, s), 2.18 (3H, s), 1.42 (9H, s).

후처리

  1. customThe cooling bath was removed
  2. concentrationThe solution was concentrated in vacuo
  3. customthe residue was partitioned between ethyl acetate and water
  4. extractionThe ethyl acetate layer was extracted with 50 mL each of 2% potassium hydrogen sulfate, saturated sodium bicarbonate, saturated sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-62f6a466590c4ce697af1f2b5e7f422b
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05631280

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