Dimethylformamide → N-methyl-N-carboxymethylglycylthyroxine methyl ester

HRID 622336

반응식

HRID 622336 반응식
CN(C)C=O.Cl.[CH3:7][O:8][C:9](=[O:31])[C@H:10]([CH2:12][C:13]1[CH:20]=[C:18]([I:19])[C:17]([O:21][C:22]2[CH:29]=[C:27]([I:28])[C:26]([OH:30])=[C:24]([I:25])[CH:23]=2)=[C:15]([I:16])[CH:14]=1)[NH2:11].C(N(CC)CC)C.[CH3:39][N:40]([CH2:45][C:46](O)=[O:47])[CH2:41][C:42]([OH:44])=[O:43]>C1COCC1>[CH3:7][O:8][C:9](=[O:31])[C@H:10]([CH2:12][C:13]1[CH:14]=[C:15]([I:16])[C:17]([O:21][C:22]2[CH:23]=[C:24]([I:25])[C:26]([OH:30])=[C:27]([I:28])[CH:29]=2)=[C:18]([I:19])[CH:20]=1)[NH:11][C:46](=[O:47])[CH2:45][N:40]([CH3:39])[CH2:41][C:42]([OH:44])=[O:43]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 20441N-methyliminodiacetic acidHCID 13911220Methyl thyroxinate hydrochloride

생성물 1

HCID 22827706N-methyl-N-carboxymethylglycylthyroxine methyl ester수율 69%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In 15 ml. of dimethylformamide (DMF) was dissolved 2 g. of thyroxine methyl ester hydrochloride, and to this was added 500 μl. of triethylamine. After 10 min., 0.55 g. of N-methyliminodiacetic acid in 5 ml. of THF was added to the resulting solution. This reaction mixture was concentrated in a rotary evaporator, and a residue was dissolved in 50 ml. of THF. After addition of 150 ml. of ethyl acetate, the mixture was shaken. The ethyl acetate phase was taken up and washed successively with three portions of distilled water and one portion of a saturated aqueous saline solution. The ethyl acetate phase was dried over anhydrous sodium sulfate, and the supernatant was concentrated in a rotary evaporator. To the residue were successively added 20 ml. of THF and a small amount of n-hexane. The produced precipitate was collected by filtration with suction to obtain a white crystalline product. The product was dried in a vacuum desiccator to give white crystals; yield 69%.

후처리

  1. concentrationThis reaction mixture was concentrated in a rotary evaporator
  2. dissolutiona residue was dissolved in 50 ml
  3. additionAfter addition of 150 ml
  4. washwashed successively with three portions of distilled water and one portion of a saturated aqueous saline solution
  5. dry with materialThe ethyl acetate phase was dried over anhydrous sodium sulfate
  6. concentrationthe supernatant was concentrated in a rotary evaporator
  7. filtrationThe produced precipitate was collected by filtration with suction
  8. customto obtain a white crystalline product
  9. customThe product was dried in a vacuum desiccator
  10. customto give white crystals

출처 및 근거

ORD 기록
ord-ff0ecdfdccd34648b2e920c1ca5edf0a
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04771008

연결된 노트

불러오는 중…