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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridoxal 5'-phosphateHCID 1051—
ReactantNadide (JAN/USAN/INN)HCID 5893—
ReactantL-AlanineHCID 5950—
ReactantSodium HydroxideHCID 14798—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantTert-butyl 3-oxopiperidine-1-carboxylateHCID 2756825—
Producttert-butyl 2-aminopiperidine-1-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168412B2
Source datasetuspto-grants-2012_05
ORD IDord-0d44b2af5d6a4911b01d20c5c4d4e38e
Source noteuspto-grants-2012_05