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Acetic Acid → 2-Trimethylsilanylethyl (s)-4-(-2-tert-butoxycarbonylamino-2-carboxypent-4-enyl)piperidine-1-carboxylate

HRID 1743269
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HRID 1743269 반응식
[C:1]([O:5][C:6]([NH:8][C@@:9]([C:29]([O:31]C)=[O:30])([CH2:26][CH:27]=[CH2:28])[CH2:10][CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])=[O:18])[CH2:13][CH2:12]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(NC(C(OC)=O)(CC=C)C[C@@H]1CCCCN1C(OCC[Si](C)(C)C)=O)=O)(C)(C)C.C[Si](C=[N+]=[N-])(C)C.C(O)(=O)C>CO.CCCCCC>[C:1]([O:5][C:6]([NH:8][C@@:9]([C:29]([OH:31])=[O:30])([CH2:26][CH:27]=[CH2:28])[CH2:10][CH:11]1[CH2:12][CH2:13][N:14]([C:17]([O:19][CH2:20][CH2:21][Si:22]([CH3:23])([CH3:25])[CH3:24])=[O:18])[CH2:15][CH2:16]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 167693Trimethylsilyldiazomethane2회HCID 909187592-Trimethylsilanylethyl (s)-4-(2-tert-butoxycarbonylamino-2-methoxycarbonylpent-4-enyl)piperidine-1-carboxylateHCID 1317253752-Trimethylsilanylethyl (s)-(2-tert-butoxycarbonylamino-2-methoxycarbonylpent-4-enyl)piperidine-1-carboxylate

생성물 1

HCID 90861707
2-Trimethylsilanylethyl (s)-4-(-2-tert-butoxycarbonylamino-2-carboxypent-4-enyl)piperidine-1-carboxylate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8058Hexane용매

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온도
0 °C

실험 절차

2-Trimethylsilanylethyl (S)-4-(2-tert-butoxycarbonylamino-2-methoxycarbonylpent-4-enyl)piperidine-1-carboxylate 1.1 g of 2-trimethylsilanylethyl (S)-(2-tert-butoxycarbonylamino-2-methoxycarbonylpent-4-enyl)piperidine-1-carboxylate were dissolved in 33 ml of methanol and cooled to 0° C. 2.3 ml of a 2 N solution of trimethylsilyldiazomethane in hexane were added dropwise. The mixture was allowed to reach room temperature in the course of 3 h, and then a further 2.3 ml of the trimethylsilyldiazomethane solution were added dropwise. The mixture was stirred for 1 h and then the reaction was stopped by adding 1 ml of acetic acid. After stirring for 30 min, the solvents are removed in vacuo and the residue was chromatographed on silica gel.

후처리

  1. customto reach room temperature in the course of 3 h
  2. stirringAfter stirring for 30 min
  3. customthe solvents are removed in vacuo
  4. customthe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-bfe639ea030042e9978ad5ce7fd222ea
출처 데이터셋
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07008957B2

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