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

HRID 853206ノート

反応式

HRID 853206 の反応式
[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]

参加物

6

反応物 5

HCID 8028TetrahydrofuranHCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 866032123-Tetradecylthioacetylamino-2-tetradecylthioacetylthiopropan-1-olHCID 178443127HCID 178443127、化合物

生成物 1

HCID 866032143-Tetradecylthioacetylamino-1-tetradecylthiacetyloxy-2-tetradecylthioacetylthiopropane収率 17%

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c22d517af3b2487f9866d9f291e38adc
出典データセット
uspto-grants-2007_08
特許番号
US07253296B2

反応ノート

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