Ethyl Lactate → 6-o-Lactyl n-acetylmannosamine

HRID 233549ノート

反応式

HRID 233549 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 1317191636-o-Lactyl n-acetylmannosamine収率 50%

試薬・触媒・溶媒 1

HCID 1061Phosphate溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9ef1c17147c2469788cea55db1bb206c
出典データセット
uspto-grants-1997_01
特許番号
US05593887

反応ノート

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