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2-Methylbenzenesulfonic acid → HCID 86616136, 화합물

HRID 2266872
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HRID 2266872 반응식
C([C@@H](NS(C1C=CC(C)=CC=1)=O)[C@H](C)CC(F)(F)F)#N.[F:21][C:22]([F:32])([F:31])[CH2:23][C@@H:24]([CH3:30])[C@@H:25]([C:27]([OH:29])=[O:28])[NH2:26].[NH4+].[Cl-:34].C1(C)C(S(O)(=O)=O)=CC=CC=1>Cl>[ClH:34].[F:21][C:22]([F:31])([F:32])[CH2:23][C@@H:24]([CH3:30])[C@@H:25]([C:27]([OH:29])=[O:28])[NH2:26]
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참가 물질

6

반응물 4

HCID 69252-Methylbenzenesulfonic acidHCID 25517Ammonium ChlorideHCID 68428479HCID 68428479, 화합물HCID 86594487769169-13-3

생성물 1

HCID 86616136HCID 86616136, 화합물

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

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온도
25 °C

실험 절차

A suspension of N-[(1S,2R)-1-cyano-4,4,4-trifluoro-2-methylbutyl]-4-methylbenzenesulfinamide (2.34 g, 7.69 mmol) in concentrated hydrochloric acid (75 mL) was heated to reflux for 18.5 h. After cooling to 25° C., the reaction mixture was washed with diethyl ether several times. The aqueous layer was concentrated to give a mixture of 5,5,5-trifluoro-L-alloisoleucine, NH4Cl, and toluenesulfonic acid (2.35 g). The crude amino acid was used in the next step without further purification. Mass spectrum (−ESI): 309 (M−H)−.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 18.5 h
  3. washthe reaction mixture was washed with diethyl ether several times
  4. concentrationThe aqueous layer was concentrated
  5. customto give
  6. customThe crude amino acid was used in the next step without further purification

출처 및 근거

ORD 기록
ord-2e3353d20580430ebcc507cf4e50c8a6
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07858658B2

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