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Hydrochloric Acid → HCID 59699534, 화합물

HRID 901777
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HRID 901777 반응식
C([O:8][C@@H:9]1[C@@H:47]([O:48]CC2C=CC=CC=2)[C@H:46]([O:56][C@@H:57]2[O:86][C@H:85]([CH2:87][F:88])[C@@H:76]([O:77]CC3C=CC=CC=3)[C@H:67]([O:68]CC3C=CC=CC=3)[C@H:58]2[O:59]CC2C=CC=CC=2)[C@@H:45]([CH2:89][F:90])[O:44][C@@H:10]1[O:11][C@H:12]1[C@H:16]([O:17]CC2C=CC=CC=2)[CH2:15][N:14](C(OCC2C=CC=CC=2)=O)[C@@H:13]1[CH2:35][O:36]CC1C=CC=CC=1)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-].[C]>[F:88][CH2:87][C@H:85]1[O:86][C@@H:57]([O:56][C@@H:46]2[C@@H:45]([CH2:89][F:90])[O:44][C@H:10]([O:11][C@H:12]3[C@H:16]([OH:17])[CH2:15][NH:14][C@@H:13]3[CH2:35][OH:36])[C@H:9]([OH:8])[C@H:47]2[OH:48])[C@H:58]([OH:59])[C@@H:67]([OH:68])[C@@H:76]1[OH:77]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 86602925HCID 86602925, 화합물

생성물 1

HCID 59699534HCID 59699534, 화합물수율 56.1%

시약·촉매·용매 2

HCID 178502593HCID 178502593, 화합물촉매HCID 887Methanol용매

실험 절차

The compound (122.6 mg, 0.10 mmol) synthesized in Example 5 (5e) was dissolved in methanol (10 mL) containing 1% aqueous hydrochloric acid solution and 20% palladium hydroxide-carbon (100 mg) was added thereto, followed by stirring of the mixture under a hydrogen atmosphere for 2 hours. After the catalyst was removed by celite filtration, 28% ammonia water (0.5 mL) was added thereto and the mixture was stirred for 10 minutes. After the solvent was distilled off under reduced pressure and the aqueous solution (100 mL) was subjected to ion exchange resin (Dowex 50w×8) column, it was eluted with 1% ammonia water (100 mL). The ammonia water containing the desired compound was concentrated under reduced pressure and the residue was purified using silica gel flash column chromatography (ethyl acetate:methanol:water, 5:2:1-1:1:1, V/V) to obtain the desired title compound (25.9 mg, 56%) as a colorless solid.

후처리

  1. additionwas added
  2. customAfter the catalyst was removed by celite filtration, 28% ammonia water (0.5 mL)
  3. additionwas added
  4. stirringthe mixture was stirred for 10 minutes
  5. distillationAfter the solvent was distilled off under reduced pressure
  6. washwas eluted with 1% ammonia water (100 mL)
  7. concentrationThe ammonia water containing the desired compound was concentrated under reduced pressure
  8. customthe residue was purified

출처 및 근거

ORD 기록
ord-ce5da49be4654753a4f6bd372fd6a466
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07361744B2

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