NADP nicotinamide-adenine-dinucleotide phosphate → 1,1-Dimethylethyl N-[(1S,2R)-3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamate

온도

30 °C

Glucose dehydrogenase (manufactured by Amano Enzyme) 1250 U, glucose 3 g, NADP 4 mg, (3S)-1-chloro-3-tert-butoxycarbonylamino-4-phenyl-2-butanone 0.25 g were added to 22.5 ml of a cell-free extract of E. coli HB101 (pNTOM4) prepared in Example 7, and the mixture was stirred at 30° C. while adjusting to pH 6.5 by dropwise addition of 5 M sodium hydroxide. (3S)-1-chloro-3-tert-butoxycarbonylamino-4-phenyl-2-butanone (0.25 g) was added at 2 hr, 4 hr and 6 hr from the start of the reaction and 1.25 g thereof was added at 8 hr from the start of the reaction, and the mixture was reacted for 31 hr. After completion of the reaction, the reaction mixture was extracted with toluene, desolvated and the extract was analyzed in the same manner as in Example 8. As a result, (2R,3S)-1-chloro-3-tert-butoxycarbonylamino-4-phenyl-2-butanol (yield 99.0%, diastereomeric excess 99.8% d.e.) was obtained.

1. extractiona cell-free extract of E
2. custom(pNTOM4) prepared in Example 7
3. additionthereof was added at 8 hr from the start of the reaction
4. customthe mixture was reacted for 31 hr
5. customAfter completion of the reaction
6. extractionthe reaction mixture was extracted with toluene

ORD 기록

ord-399b4fb5d5274aaa948749d90a5e800b

출처 데이터셋

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07794993B2