Sodium Chloride → HCID 86606728, compound
Reaction equation
[Na+].[Cl-].[CH:3]([CH:5]([CH2:11][C:12]1C=CC2OCOC=2C=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:4].[CH:21]1C=[N+]([C@@H]2O[C@H](COP(OP(OC[C@H]3O[C@@H](N4C5N=CN=C(N)C=5N=C4)[C@H](OP(O)(O)=O)[C@@H]3O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=C(C(N)=O)C=1.O=[CH:70][C@@H:71]([C@H:73]([C@@H:75]([C@@H:77]([CH2:79]O)[OH:78])[OH:76])O)O>>[OH:4][CH2:3][C@H:5]([CH2:11][CH2:12][C:71]1[CH:70]=[CH:79][C:77]2[O:78][CH2:21][O:76][C:75]=2[CH:73]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]Participants
Conditions
- Temperature
- 37 °C
Procedure
Recombinant Escherichia coli HB101 (pTSBG1) (Accession Number: FERM BP-7119) was inoculated in 50 ml of 2× YT medium (containing 1.6% of tripeptone, 1.0% of yeast extract, and 0.5% of NaCl, pH=7.0) sterilized in a 500-ml Sakaguchi Flask and incubated while shaking at 37° C. for 18 hours. To 50 ml of the resultant culture solution, 0.5 g of the ethyl 2-formyl-3-(3,4-methylenedioxyphenyl)-propionate obtained in Example 1, 2.5 mg of NADP, and 0.5 g of glucose were added, and the reaction mixture was stirred at 30° C. for 24 hours. After completion of the reaction, the reaction solution was extracted with toluene and the extract was concentrated to obtain 0.49 g of a blown oily substance. The chemical purity and optical purity of the product were analyzed in the same manner as in Example 9. The chemical purity was 96.8% and the optical purity was 43.0% ee. The product had an (S) configuration.
Workup
- stirringthe reaction mixture was stirred at 30° C. for 24 hours
- customAfter completion of the reaction
- extractionthe reaction solution was extracted with toluene
- concentrationthe extract was concentrated
- customto obtain 0.49 g of a blown oily substance
Sources & evidence
- ORD record
- ord-1a21fa47510a49c7b17c885aeaf64810
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07666659B2
Reaction notes
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