NADP nicotinamide-adenine-dinucleotide phosphate → 2,4-Dideoxy-6-O-(phenylmethyl)-L-threo-hexonic Acid tert-Butyl Ester

Participants

Reaction Conditions

Reaction Steps

To 40 ml of a culture solution of E. coli HB101 (pNTCMG1) prepared in the same manner as in Example 6, 3 g of glucose, 6 mg of NADP, 4 g of tert-butyl (S)-6-benzoyloxy-5-hydroxy-3-oxohexanoate and 1.6 g of toluene were added. The reaction solution was stirred at 30° C. for 24 hours while adjusting the pH of the reaction solution to pH 6.5 by adding 5 M sodium hydroxide dropwise. After completion of the reaction, the reaction solution was extracted with toluene. The solvent was removed and then an extracted material was analyzed. As a result, tert-butyl (3R,5R)-6-benzyloxy-3,5-dihydroxyhexanoate having an excess rate of a diastereomer of 99.7% d.e. was obtained in a yield of 92.3%.

Provenance & Evidence