Ethyl Lactate → 6-o-Lactyl n-acetylmannosamine

HRID 564894노트

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HRID 564894 반응식
[OH:1][CH:2]1[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@@H:3]1[NH:12][C:13]([CH3:15])=[O:14].C([O:18][C:19](=O)[CH:20]([CH3:22])[OH:21])C>P([O-])([O-])([O-])=O>[C:19]([O:11][CH2:10][C@H:8]1[O:9][CH:2]([OH:1])[C@@H:3]([NH:12][C:13](=[O:14])[CH3:15])[C@@H:4]([OH:5])[C@@H:6]1[OH:7])(=[O:18])[CH:20]([CH3:22])[OH:21]

참가 물질

4

반응물 2

HCID 7344Ethyl LactateHCID 439281N-Acetyl-D-Mannosamine

생성물 1

HCID 1317191636-o-Lactyl n-acetylmannosamine수율 50%

시약·촉매·용매 1

HCID 1061Phosphate용매

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온도
50 °C

실험 절차

ManNAc (200 mg) and 50 mg of subtilisin mutant 8399 were added to a mixture of lactic acid ethyl ester (4 mL) and 400 mL of 0.5 N phosphate buffer (pH 7.5). The reaction mixture was shaken under 50° C. for three days. The solvent was then evaporated and methanol was added to the residue. After the insoluble materials were filtered off, the filtrate was concentrated. The residue was chromatographed on silica gel with ethyl acetate/methanol (5/1) to give 6-O-Lactyl N-acetylmannosamine in 50 percent yield.

후처리

  1. customThe solvent was then evaporated
  2. additionmethanol was added to the residue
  3. filtrationAfter the insoluble materials were filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was chromatographed on silica gel with ethyl acetate/methanol (5/1)

출처 및 근거

ORD 기록
ord-15603640e7f349f8a0d172210d425c7b
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06168934A

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