Sodium Chloride → ethyl (R)-(+)-2-benzyl-3-hydroxypropionate

HRID 569721

반응식

HRID 569721 반응식
C(O)[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O.[Cl-].[Na+].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[CH:38]([CH:40]([CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:41]([O:43][CH2:44][CH3:45])=[O:42])=[O:39]>O>[CH2:46]([C@H:40]([CH2:38][OH:39])[C:41]([O:43][CH2:44][CH3:45])=[O:42])[C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 5988SucroseHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 562571Ethyl 2-benzyl-3-oxopropanoate

생성물 1

HCID 54141579ethyl (R)-(+)-2-benzyl-3-hydroxypropionate

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
30 °C

실험 절차

Penicillium notatum NRRL 832 was cultivated on an agar slant with 7.5 ml of medium 5 consisting of 2 wt.% of sucrose, 1.5 wt.% of agar and 96.5 wt.% of beer wort (specific gravity 1.05-1.035) having a pH of 6.5. After incubation at 30° C. for 6 days the batch was treated with 9 ml of 0.9% (wt./vol.) sodium chloride solution and the cells were suspended. Subsequently, a shaking flask containing 100 ml of medium 6, which consisted of 1 wt.% of cornsteep, 1 wt.% of soya meal, 1 wt.% of glucose and 97 wt.% of distilled water, was inoculated with 1 ml of the suspension obtained. After an incubation period of 3 days while shaking at 30° C. 0.1 g of ethyl α-formyl-β-phenylpropionate was added directly to the pre-culture and incubated further while shaking at 30° C. After a reaction time of 1 hour the batch was extracted with ethyl acetate, there being obtained ethyl (R)-(+)-2-benzyl-3-hydroxypropionate in an optical purity of 88.5% ee.

후처리

  1. additionSubsequently, a shaking flask containing 100 ml of medium 6, which
  2. customobtained
  3. stirringwhile shaking at 30° C
  4. extractionAfter a reaction time of 1 hour the batch was extracted with ethyl acetate, there

출처 및 근거

ORD 기록
ord-80487f4363c44cc8930b6db54dc7c8c8
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04734367

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