Benzyl Alcohol → HCID 22789987, 화합물

HRID 1076285노트

반응식

HRID 1076285 반응식
FC[C@H](C(O)=O)N.O.[C:9]1([CH3:19])[CH:14]=[CH:13][C:12]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:11][CH:10]=1.C(O)C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[F:39][CH2:40][C@H:41]([C:43]([O:45][CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:44])[NH2:42]>N1C=CC=CC=1.C(O)(C)C.O.C1C=CC=CC=1>[C:9]1([CH3:19])[CH:10]=[CH:11][C:12]([S:15]([OH:18])(=[O:16])=[O:17])=[CH:13][CH:14]=1.[F:39][CH2:40][C@H:41]([C:43]([O:45][CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:44])[NH2:42].[F:39][CH2:40][C@H:41]([C:43]([O:45][CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:44])[NH2:42]

참가 물질

9

반응물 4

HCID 244Benzyl AlcoholHCID 4397753-fluoro-D-alanineHCID 521998p-Toluenesulfonic acid monohydrateHCID 22789987HCID 22789987, 화합물

생성물 2

HCID 22789987HCID 22789987, 화합물HCID 22789988HCID 22789988, 화합물

시약·촉매·용매 3

HCID 241Benzene용매HCID 962Water용매HCID 21074318HCID 21074318, 화합물용매

실험 절차

A mixture of 10.7 g. of 3-fluoro-D-alanine, 19.5 g. p-toluene sulfonic acid monohydrate, 50 ml. benzyl alcohol and 20 ml. benzene are heated at reflux temperature for a period of about 5 hours in an apparatus which continuously removes water formed in the reaction. The reaction solution is cooled, diluted with 200 ml. of ether, and the crystalline material which precipitates is recovered by filtration, washed with ether and dried to give about 10 g. of benzyl 3-fluoro-D-alaninate p-toluenesulfonate. Treatment of this benzyl 3-fluoro-D-alaninate p-toluenesulfonate with an aqueous-pyridine-isopropanol mixture gives benzyl 3-fluoro-D-alaninate.

후처리

  1. additionA mixture of 10.7 g
  2. customformed in the reaction
  3. temperatureThe reaction solution is cooled
  4. additiondiluted with 200 ml
  5. customof ether, and the crystalline material which precipitates
  6. filtrationis recovered by filtration
  7. washwashed with ether
  8. customdried
  9. customto give about 10 g

출처 및 근거

ORD 기록
ord-5c583e4f14ff4064a3d1eb402c8f020c
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03956367

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