Ethyl Lactate → 6-o-Lactyl n-acetylmannosamine

HRID 233549

반응식

HRID 233549 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

반응 조건

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 10 (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-9ef1c17147c2469788cea55db1bb206c
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593887

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