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 652338

反応式

HRID 652338 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-f878abf85d13455ab7f6ab28dc2766d4
出典データセット
uspto-grants-1987_06
特許番号
US04670572

関連ノート

読み込み中…