Thyroxine → 4-Acetoxy-3,5-bis[N,N-bis(t-butoxycarbonylmethyl)aminomethyl]-3'-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodo-beta-methoxycarbonylphenethyl]benzophenone

HRID 2292322

反応式

HRID 2292322 の反応式
[C:1]([O:4][C:5]1[C:21]([CH2:22][N:23]([CH2:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[CH:20][C:8]([C:9](C2C=CC=C(C(O)=O)C=2)=[O:10])=[CH:7][C:6]=1[CH2:40][N:41]([CH2:50][C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52])[CH2:42][C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])(=[O:3])[CH3:2].C(N1[C:72]2[C:67](=[CH:68][CH:69]=[CH:70][CH:71]=2)[CH:66]=[CH:65][CH:64]1[O:73][CH2:74]C)(OCC)=O.N[C@H](C(O)=O)C[C:79]1[CH:86]=[C:84]([I:85])[C:83]([O:87][C:88]2[CH:95]=[C:93]([I:94])[C:92]([OH:96])=[C:90]([I:91])[CH:89]=2)=[C:81]([I:82])[CH:80]=1.[O:100]1CCCC1>>[C:1]([O:4][C:5]1[C:21]([CH2:22][N:23]([CH2:32][C:33]([O:35][C:36]([CH3:38])([CH3:37])[CH3:39])=[O:34])[CH2:24][C:25]([O:27][C:28]([CH3:29])([CH3:30])[CH3:31])=[O:26])=[CH:20][C:8]([C:9]([C:71]2[CH:70]=[CH:69][CH:68]=[C:67]([CH2:66][CH:65]([C:64]([O:73][CH3:74])=[O:100])[C:79]3[CH:86]=[C:84]([I:85])[C:83]([O:87][C:88]4[CH:89]=[C:90]([I:91])[C:92]([OH:96])=[C:93]([I:94])[CH:95]=4)=[C:81]([I:82])[CH:80]=3)[CH:72]=2)=[O:10])=[CH:7][C:6]=1[CH2:40][N:41]([CH2:42][C:43]([O:45][C:46]([CH3:47])([CH3:48])[CH3:49])=[O:44])[CH2:50][C:51]([O:53][C:54]([CH3:55])([CH3:56])[CH3:57])=[O:52])(=[O:3])[CH3:2]

参加物

5

反応物 4

HCID 5819ThyroxineHCID 8028TetrahydrofuranHCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 144055134-Acetoxy-3,5-bis[N,N-bis(t-butoxycarbonylmethyl)aminomethyl]-3'-carboxybenzophenone

生成物 1

HCID 867415754-Acetoxy-3,5-bis[N,N-bis(t-butoxycarbonylmethyl)aminomethyl]-3'-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodo-beta-methoxycarbonylphenethyl]benzophenone

実験手順

A mixture of 900 mg of 20 and 0.265 g (1.07 mmol) of 1-carbethoxy-2-ethoxy-1,2-dihydroquinoline (EEDQ) in 20 mL of dry tetrahydrofuran was stirred for 30 minutes and 0.85 g (1.07 mmol) of the methyl ester of thyroxine was added. The mixture was stirred overnight. The reaction mixture was purified by gel permeation chromatography using tetrahydrofuran as the solvent, giving 630 mg of material which showed an NMR spectrum which was consistent with structure 21.

後処理

  1. stirringThe mixture was stirred overnight
  2. customThe reaction mixture was purified by gel permeation chromatography

出典と根拠

ORDレコード
ord-7454a9445f7f41348a67ce5c19ea6fd0
出典データセット
uspto-grants-1989_01
特許番号
US04801722

関連ノート

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