Tris(hydroxymethyl)aminomethane → N-[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-3-(2-oxopyrrolidin-1-yl)-5-phenylbenzamide

HRID 1612479ノート

反応式

HRID 1612479 の反応式
N=C=N.C1C=CC2N(O)N=NC=2C=1.[O:14]=[C:15]1[CH2:19][CH2:18][CH2:17][N:16]1[C:20]1[CH:21]=[C:22]([C:32](O)=[O:33])[CH:23]=[C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:25]=1.[CH3:35][C:36]([CH3:57])([CH3:56])[CH2:37][CH2:38][NH:39][C:40](=[O:55])[C@H:41]([CH3:54])[CH2:42][C@H:43]([OH:53])[C@@H:44]([NH2:52])[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1.C(O)C(N)(CO)CO.[N-]=C=O>C(Cl)Cl.CN(C=O)C.C(Cl)Cl>[CH2:45]([C@H:44]([NH:52][C:32](=[O:33])[C:22]1[CH:23]=[C:24]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:25]=[C:20]([N:16]2[CH2:17][CH2:18][CH2:19][C:15]2=[O:14])[CH:21]=1)[C@@H:43]([OH:53])[CH2:42][C@H:41]([C:40](=[O:55])[NH:39][CH2:38][CH2:37][C:36]([CH3:56])([CH3:35])[CH3:57])[CH3:54])[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1

参加物

9

反応物 6

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 757711-HydroxybenzotriazoleHCID 105034IsocyanateHCID 160435CarbodiimideHCID 222529945-(2-Oxopyrrolidin-1-yl)-biphenyl-3-carboxylic AcidHCID 68890142(2R,4S,5S)-5-amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (3,3-dimethylbutyl)-amide

生成物 1

HCID 10129098N-[(1S,2S,4R)-1-Benzyl-4-(3,3-dimethylbutylcarbamoyl)-2-hydroxypentyl]-3-(2-oxopyrrolidin-1-yl)-5-phenylbenzamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 22350042dichloromethane N,N-dimethylformamide溶媒2 回

実験手順

Polystyrene linked carbodiimide (21 mg, 1.7 mmol/g, 0.036 mmol) was placed in a vial with DCM (1 ml). To this was added HOBT (5 mg, 0.036 mmol) in 1 ml DCM/DMF=4:1, 5-(2-oxo-pyrrolidin-1-yl)-biphenyl-3-carboxylic acid (D11) (10 mg, 0.036 mmol) in 1 ml DCM/DMF=4:1, and (2R,4S,5S)-5-amino-4-hydroxy-2-methyl-6-phenylhexanoic acid (3,3-dimethylbutyl)amide (D2) (in 1 ml DCM). The mixture was stirred at room temperature overnight. Scavenger resins trisamine (˜100 mg) and isocyanate (˜100 mg) were added and the mixture was stirred for another 1.5 hours. The resins were filtered and the solvent evaporated in vacuo. Column chromatography on silica gel (5% MeOH in DCM) gave E6 (5 mg).

後処理

  1. stirringthe mixture was stirred for another 1.5 hours
  2. filtrationThe resins were filtered
  3. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-57cf193524084a2cb1c08697fd036056
出典データセット
uspto-grants-2006_01
特許番号
US06992103B2

反応ノート

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