HCID 178511198, 화합물 → Carnosine

HRID 1374137노트

반응식

HRID 1374137 반응식
[C:1]([CH2:3][C:4]([NH:6][C@@H:7]([CH2:11][C:12]1[N:13]=[CH:14][NH:15][CH:16]=1)[C:8]([OH:10])=[O:9])=[O:5])#[N:2]>N.CO.[Co]>[CH:16]1[N:15]=[CH:14][NH:13][C:12]=1[CH2:11][C@H:7]([NH:6][C:4]([CH2:3][CH2:1][NH2:2])=[O:5])[C:8]([OH:10])=[O:9]

참가 물질

4

반응물 1

HCID 178511198HCID 178511198, 화합물

생성물 1

HCID 439224Carnosine

시약·촉매·용매 2

HCID 104730Cobalt촉매HCID 21705897Ammonia methanol용매2회

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온도
100 °C

실험 절차

A 1-litre pressure autoclave was initial charged with 4.50 g of Raney cobalt (doped with 0.3% iron) in a mixture of 285 of conc. ammonia/methanol (m/m=1.9:1) The autoclave was closed and flushed twice with 40 bar of nitrogen and then pressurized with 45 bar of hydrogen, and the mixture was then heated to 100° C. This was followed by metering in a solution of 30.0 g (0.135 mol) of (S)-2-(cyanoacetylamino)-3-(1H-imidazol-4-yl)propionic acid (prepared according to Example 3) in a mixture of 285 g of conc. ammonia/methanol (m/m=1.9:1) over the course of one hour. After further reaction at 100° C. for one hour, the reaction mixture was cooled to room temperature. The autoclave was depressurized and the catalyst was filtered off. An in-process HPLC analysis showed that the reddish-brow-n reaction solution (310.5 g) contained 9.57% (m/m) carnosine, corresponding to a selectivity of 97% for complete conversion.

후처리

  1. customwas closed
  2. customflushed twice with 40 bar of nitrogen
  3. customAfter further reaction at 100° C. for one hour
  4. temperaturethe reaction mixture was cooled to room temperature
  5. filtrationthe catalyst was filtered off

출처 및 근거

ORD 기록
ord-ec6fb4fbec9e458da19b67dd71a8fc0c
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07164028B2

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