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N-methyl-2-pyrrolidone → n-[(2,2-Dichloro-1-methylcyclopropyl)carbonyl]-4-[[(2,4,6-trimethylphenyl)carbonyl]amino]-l-phenylalanine

HRID 393440
ノート
印刷プレビュー

反応式

HRID 393440 の反応式
CC1C=C(C)C=C(C)C=1S([NH:13][C:14]1[CH:25]=[CH:24][C:17]([CH2:18][C@@H:19]([C:21]([OH:23])=[O:22])[NH2:20])=[CH:16][CH:15]=1)(=O)=O.[Cl:26][C:27]1([Cl:34])[CH2:29][C:28]1([CH3:33])[C:30](O)=[O:31].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:46]2[CH:47]=C[CH:49]=[CH:50][C:45]=2N=N1.[CH3:62]CN(C(C)C)C(C)C.CN1[CH2:76][CH2:75][CH2:74][C:73]1=[O:77]>>[Cl:26][C:27]1([Cl:34])[CH2:29][C:28]1([C:30]([NH:20][C@H:19]([C:21]([OH:23])=[O:22])[CH2:18][C:17]1[CH:16]=[CH:15][C:14]([NH:13][C:73]([C:74]2[C:50]([CH3:49])=[CH:45][C:46]([CH3:47])=[CH:76][C:75]=2[CH3:62])=[O:77])=[CH:25][CH:24]=1)=[O:31])[CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 13387N-methyl-2-pyrrolidoneHCID 81531DiisopropylethylamineHCID 1026212,2-Dichloro-1-methylcyclopropanecarboxylic acidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 544513294-[[(2,4,6-trimethylphenyl)sulfonyl]amino]-L-phenylalanine

生成物 1

HCID 54131599
n-[(2,2-Dichloro-1-methylcyclopropyl)carbonyl]-4-[[(2,4,6-trimethylphenyl)carbonyl]amino]-l-phenylalanine

実験手順

4-[[(2,4,6-Trimethylphenyl)sulfonyl]amino]-L-phenylalanine on Wang resin (0.30 g, 0.23 mmol), 2,2-dichloro-1-methylcyclopropane carboxylic acid (0.19 g, 1.14 mmol), BOP ((0.50 g, 1.14 mmol) and DIPEA (0.26 mL, 1.5 mmol) in N-methylpyrrolidinone (3 mL) was agitated for 3 hr. The mixture was filtered and the resin was washed with dichloromethane and methanol and was air dried. Treatment with 90% TFA in dichloromethane for 3 min effected cleavage from the resin. The mixture was filtered, the filtrate was concentrated and lyophilized from water to give N-[(2,2-dichloro-1-methylcyclopropyl)carbonyl]-4-[[(2,4,6-trimethylphenyl)carbonyl]amino]-L-phenylalanine as a white solid.

後処理

  1. filtrationThe mixture was filtered
  2. washthe resin was washed with dichloromethane and methanol
  3. customdried
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-ad849bd6f0684d38bb4a769cc773c319
出典データセット
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06806365B2

反応ノート

読み込み中…

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