Tetrahydrofuran → 3-Tetradecylthioacetylamino-1-tetradecylthiacetyloxy-2-tetradecylthioacetylthiopropane

HRID 853206노트

반응식

HRID 853206 반응식
[CH2:1]([CH2:15][C:16]([NH:18][CH2:19][CH2:20][CH:21]([S:23][C:24](=[S:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[OH:22])=[S:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1(N=C=N[CH:50]2[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]2)CCCCC1.CN([C:59]1[CH:64]=[CH:63][CH:62]=[CH:61]N=1)C.[CH2:65]([CH2:79][C:80](O)=[S:81])[CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77]C.O1C[CH2:86][CH2:85][CH2:84]1>>[CH2:1]([CH2:15][C:16]([NH:18][CH2:19][CH2:20][C:21]([O:22][S:81][CH2:80][CH2:79][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH3:77])([S:23][C:24](=[S:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH2:59][CH2:64][CH2:63][CH2:62][CH2:61][CH2:84][CH2:85][CH2:86][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:50])=[S:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

참가 물질

6

반응물 5

HCID 8028TetrahydrofuranHCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 866032123-Tetradecylthioacetylamino-2-tetradecylthioacetylthiopropan-1-olHCID 178443127HCID 178443127, 화합물

생성물 1

HCID 866032143-Tetradecylthioacetylamino-1-tetradecylthiacetyloxy-2-tetradecylthioacetylthiopropane수율 17%

실험 절차

3-tetradecylthioacetylamino-2-tetradecylthioacetylthiopropan-1-ol (example 20) (64 mg, 0.10 mmol) was dissolved in tetrahydrofuran (7 ml). Dicyclohexylcarbodiimide (31 mg, 0.15 mmol), dimethylaminopyridine (18 mg, 0.15 mmol) and tetradecylthioacetic acid (example 1) (43 mg, 0.15 mmol) were then added. The mixture was stirred at room temperature for 20 hours. The dicyclohexylurea precipitate was filtered and the filtrate was evaporated. The residue obtained (140 mg) was purified by flash chromatography (eluent: dichloromethane) to give the desired compound in the form of a white powder.

후처리

  1. filtrationThe dicyclohexylurea precipitate was filtered
  2. customthe filtrate was evaporated
  3. customThe residue obtained (140 mg)
  4. customwas purified by flash chromatography (eluent: dichloromethane)

출처 및 근거

ORD 기록
ord-c22d517af3b2487f9866d9f291e38adc
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253296B2

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