ChemicalBook CAS DataBase List (S)-1-Boc-3-hydroxypiperidine

(S)-1-Boc-3-hydroxypiperidine synthesis

4synthesis methods

Product Name:(S)-1-Boc-3-hydroxypiperidine
CAS Number:143900-44-1
Molecular formula:C10H19NO3
Molecular Weight:201.26

98977-36-7 Synthesis

98977-36-7
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$6.00/1g

143900-44-1
541 suppliers
$5.00/1g

Yield:143900-44-1 98.08%

Reaction Conditions:

with rac-octan-2-ol in aq. buffer at 35; pH=8; for 12 h;Enzymatic reaction;enantioselective reaction;Reagent/catalyst;pH-value;Temperature;

Steps:

3.4. Asymmetric Reduction of NBPO Catalyzed by Whole Cells of E. coli BL21(DE3)/pEASY-E2-recr

The asymmetric reduction of NBPO was carried out using (R/S)-2-octanol or 2-propanol as aco-substrate for the coenzyme regeneration. In the case of 2-propanol as the co-substrate, the reactionmixture (5 mL) contained 0.5 M NBPO, 10% (v/v) 2-propanol, 0.4 mM NAD+, and 0.4 g wet cells in50 mM Tris-HCl buffer (pH 8.0). In the aqueous/(R/S)-2-octanol biphasic system, the reaction mixture(5 mL) contained 1.5 M NBPO, 60% (v/v) (R/S)-2-octanol, 1.2 mM NAD+, and 1.2 g wet cells in 50 mMTris-HCl buffer (pH 8.0). The reactions were carried out in a C76 Water Bath Shaker (New Brunswick,Edison, NJ, USA) at 35 °C and 300 rpm for 12 h.The reaction mixture was extracted with 5 mL of ethyl acetate under strong vibration. The organicphase in the samples was separated by centrifugation and dehydrated with anhydrous sodium sulfate;then, 1 L dehydrated sample was applied onto the injector (250 C) for GC analysis. The reactantswere determined with an Agilent 6890N (Santa Clara, CA, USA) gas chromatograph equipped with achiral GC column (BGB174, 30 m x 250 m x 0.25 μm). The temperature program for GC analysiswas set as follows: 5 °C/min from 100 °C to 125 °C, hold 3 min; 2 °C/min to 140 °C, hold 8 min;1 °C/min to 150 °C. The peak areas were quantitated using specific external standards. The standardsNBPO, (S)-NBHP, and (R)-NBHP were purchased from Sigma-Aldrich Corporation (Shanghai, China).Retention times of the reactants were listed as follows: 26.997 min for NBPO, 28.452 min for (S)-NBHP,and 28.739 min for (R)-NBHP (Figure S1). Specifically, the (S)-NBHP peak was further determined byGC-MS analysis (Figure S2).

References:

Ying, Xiangxian;Zhang, Jie;Wang, Can;Huang, Meijuan;Ji, Yuting;Cheng, Feng;Yu, Meilan;Wang, Zhao;Ying, Meirong [Molecules,2018,vol. 23,# 12,art. no. 3117]

475058-41-4 Synthesis