Methanol → (2S)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-4-(2-amino-2-oxoethyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5,6-dihydropyridine-1(2H)-carboxylate

HRID 627194노트

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HRID 627194 반응식
CCCCN(C(NC(C1C=C(OC)C(OC)=C(OC)C=1)=[O:14])=S)CCCC.[CH2:27]([O:30][N:31]([CH:44]1[CH2:49][N:48]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@H:47]([CH2:57][O:58][Si:59]([C:62]([CH3:65])([CH3:64])[CH3:63])([CH3:61])[CH3:60])[CH:46]=[C:45]1[CH2:66][C:67]#[N:68])[S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[N+:41]([O-:43])=[O:42])(=[O:34])=[O:33])[CH:28]=[CH2:29].C(=NO)C.CO>O>[CH2:27]([O:30][N:31]([CH:44]1[CH2:49][N:48]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C@H:47]([CH2:57][O:58][Si:59]([C:62]([CH3:65])([CH3:64])[CH3:63])([CH3:60])[CH3:61])[CH:46]=[C:45]1[CH2:66][C:67]([NH2:68])=[O:14])[S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[N+:41]([O-:43])=[O:42])(=[O:34])=[O:33])[CH:28]=[CH2:29]

참가 물질

6

반응물 4

HCID 887MethanolHCID 7863AldoximeHCID 12357718N-(dibutylcarbamothioyl)-3,4,5-trimethoxybenzamide2회HCID 89851795(2S)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(cyanomethyl)-5,6-dihydropyridine-1(2H)-carboxylate2회

생성물 1

HCID 89852098(2S)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-4-(2-amino-2-oxoethyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5,6-dihydropyridine-1(2H)-carboxylate

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

4 Å molecular sieves (MS-4 Å) were impregnated with the corresponding metal salt (CuCl2-2H2O) as follows: 1 mmol of the salts was dissolved in 100 ml of deionized H2O and stirred with 1 g of MS-4 Å at room temperature for 6 h. The solid was filtered, washed with deionized H2O and acetone, and dried in an oven at 150° C. for 1 h. (2S)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(cyanomethyl)-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 172, 3.60 g, 5.78 mmol), Cu(II)Cl2-4 Å catalyst (200 mg), acetaldoxime (1.762 mL, 28.90 mmol, 5.0 eq) and MeOH (40.0 mL) were stirred at 60° C. for 15 h. The solid was filtered, washed with MeOH and the filtrate was evaporated to afford crude product.

후처리

  1. filtrationThe solid was filtered
  2. washwashed with deionized H2O and acetone
  3. filtrationThe solid was filtered
  4. washwashed with MeOH
  5. customthe filtrate was evaporated
  6. customto afford crude product

출처 및 근거

ORD 기록
ord-5f54397545a64955978ee5a24fcd2daf
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309245B2

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