Hydrochloric Acid → O-[4-(4-hydroxyphenoxy)benzyl]-3,5-diiodo-L-tyrosine

HRID 1393368ノート

反応式

HRID 1393368 の反応式
O.[OH-].[Li+].C[O:5][C:6](=[O:40])[C@H:7]([CH2:15][C:16]1[CH:21]=[C:20]([I:22])[C:19]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][C:32]3[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=3)=[CH:27][CH:26]=2)=[C:18]([I:39])[CH:17]=1)[NH:8]C(=O)C(F)(F)F.Cl>O1CCCC1.O>[OH:38][C:35]1[CH:34]=[CH:33][C:32]([O:31][C:28]2[CH:29]=[CH:30][C:25]([CH2:24][O:23][C:19]3[C:18]([I:39])=[CH:17][C:16]([CH2:15][C@@H:7]([C:6]([OH:40])=[O:5])[NH2:8])=[CH:21][C:20]=3[I:22])=[CH:26][CH:27]=2)=[CH:37][CH:36]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 86598312N-trifluoroacetyl-O-[4-(4-hydroxy-phenoxy)benzyl]-3,5-diiodo-L-tyrosine methyl ester

生成物 1

HCID 69320788O-[4-(4-hydroxyphenoxy)benzyl]-3,5-diiodo-L-tyrosine収率 94%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide monohydrate (47 mg, 1.12 mmol) was added to a solution of N-trifluoroacetyl-O-[4-(4-hydroxy-phenoxy)benzyl]-3,5-diiodo-L-tyrosine methyl ester (235 mg, 0.317 mmol) in tetrahydrofuran (2 ml)-water (1 ml) under ice cooling and the mixture was reacted at room temperature for 7.5 hrs., and then at 0-5° C. for 16 hrs. The reaction mixture was diluted with water, adjusted to pH 4-5 under ice cooling with 1N hydrochloric acid (0.79 ml) and stirred at room temperature for 1.5 hrs. The precipitates were collected by filtration, washed with water and ethanol in turn and dried to give O-[4-(4-hydroxyphenoxy)benzyl]-3,5-diiodo-L-tyrosine (188 mg, 90%) as pale yellow crystals.

後処理

  1. customthe mixture was reacted at room temperature for 7.5 hrs
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with water and ethanol in turn
  4. customdried

出典と根拠

ORDレコード
ord-12fe58cc432e4d7a8fc26d15ae58bb9a
出典データセット
uspto-grants-2008_03
特許番号
US07345068B2

反応ノート

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