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Triethylamine → HCID 57687746、化合物

HRID 1880819
ノート
印刷プレビュー

反応式

HRID 1880819 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([N:9]([CH2:21][CH:22]([CH3:24])[CH3:23])[S:10]([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=1)(=[O:12])=[O:11])[CH2:7][OH:8].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C.[CH3:59][O:60][C:61]([NH:63][C@@H:64]([CH:68]([C:75]1[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=1)[C:69]1[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=1)[C:65](O)=[O:66])=[O:62]>C(Cl)Cl>[CH3:59][O:60][C:61](=[O:62])[NH:63][C@H:64]([C:65](=[O:66])[NH:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([N:9]([S:10]([C:13]1[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[CH:17][CH:18]=1)(=[O:12])=[O:11])[CH2:21][CH:22]([CH3:24])[CH3:23])[CH2:7][OH:8])[CH:68]([C:75]1[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=1)[C:69]1[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=1
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 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 10017620(S)-2-methoxycarbonylamino-3,3-diphenyl-propionic acidHCID 67530865HCID 67530865、化合物

生成物 1

HCID 57687746HCID 57687746、化合物収率 84%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

(S)—N-(5-Amino-1-hydroxymethyl-pentyl)-4-cyano-N-isobutyl-benzenesulfonamide (6) obtained in the previous reaction was dissolved in 50 mL CH2Cl2. BOP (1.2 eq), and triethylamine (5 eq) were added. After 10 minutes, (S)-2-methoxycarbonylamino-3,3-diphenyl-propionic acid (1 eq) was added and the mixture was stirred at RT for 3 hours. LCMS indicated a complete reaction. The reaction mixture was washed with sat. NaHCO3. The aqueous phase was washed again with 100 mL CH2Cl2. The combined organic layers where dried with MgSO4, filtered over dicalite and evaporated to dryness. The residue was purified by column chromatography with CH2Cl2-MeOH(NH3) (97:3). The appropriate fraction was evaporated to dryness. (1.31 g, 84% yield over 2 steps)

後処理

  1. customa complete reaction
  2. washThe reaction mixture was washed with sat. NaHCO3
  3. washThe aqueous phase was washed again with 100 mL CH2Cl2
  4. dry with materialThe combined organic layers where dried with MgSO4
  5. filtrationfiltered over dicalite
  6. customevaporated to dryness
  7. customThe residue was purified by column chromatography with CH2Cl2-MeOH(NH3) (97:3)
  8. customThe appropriate fraction was evaporated to dryness

出典と根拠

ORDレコード
ord-31b13a880c4f4c4193747ff301fcfcd8
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318779B2

反応ノート

読み込み中…

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