HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919271Generated: October 30, 2026
Pyridoxal 5'-phosphate → tert-butyl 2-aminopiperidine-1-carboxylate
https://huagongshe.com/reaction/1919271
Participants
| Role | Name | HCID | Charge |
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| Reactant | Pyridoxal 5'-phosphate | HCID 1051 | — |
| Reactant | Nadide (JAN/USAN/INN) | HCID 5893 | — |
| Reactant | L-Alanine | HCID 5950 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Reactant | Tert-butyl 3-oxopiperidine-1-carboxylate | HCID 2756825 | — |
| Product | tert-butyl 2-aminopiperidine-1-carboxylate | HCID 4112359 | — |
Reaction Steps
To a flask containing 0.6 g of a substrate N-Boc-3-piperidinone, 0.82 g of D-glucose, 4 mg of NAD+, 1.62 g of L-alanine, and 4.0 mg of pyridoxal phosphate, a culture fluid of the recombinant E. coli HB101 (pNTPSPAG), obtained in Example 10, which expresses TPS, PALDH, and GDH was added so that total volume was 30 ml. The resultant product was stirred at 30° C. for 20 hours while being adjusted to a pH of 6.8 by drippage of 5 N aqueous solution of sodium hydroxide. The amount of N-Boc-aminopiperidine produced and the optical purity thereof were measured according to the method described in Example 19. In the result, the amount produced was 0.54 g. The absolute configuration of N-Boc-aminopiperidine was (S), and the optical purity was 99.4% e.e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168412B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-0d44b2af5d6a4911b01d20c5c4d4e38e |
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| Source note | uspto-grants-2012_05 |
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