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

HRID 1393368노트

반응식

HRID 1393368 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-12fe58cc432e4d7a8fc26d15ae58bb9a
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07345068B2

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