反応 #2006450

反応方程式

N-Boc-3-pyrrolidinone

D-glucose

NAD+

pyridoxal phosphate

N-Boc-3-pyrrolidinone

D-glucose

L-alanine

pyridoxal phosphate

N-Boc-3-pyrrolidinone

D-glucose

pyridoxal phosphate

→

N-Boc-3-aminopyrrolidine

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   workup.ADDITIONwere added
3. 3
   workup.ADDITIONwere added
4. 4
   その他During the reaction
5. 5
   その他the reaction liquid
6. 6
   workup.ALIQUOTwas sampled
7. 7
   抽出From the sample, N-Boc-3-aminopyrrolidine was extracted by the addition of ethyl acetate

実験手順

After 2.5 hours in reaction, 0.625 g of N-Boc-3-pyrrolidinone, 0.91 g of D-glucose, 1.8 g of L-alanine, and 3.3 mg of pyridoxal phosphate were added. Further, after five hours in reaction, 0.625 g of N-Boc-3-pyrrolidinone, 0.91 g of D-glucose, and 3.3 mg of pyridoxal phosphate were added. Furthermore, after nine hours in reaction, 0.25 g of N-Boc-3-pyrrolidinone, 0.36 g of D-glucose, 19 mg of NAD+, and 3.3 mg of pyridoxal phosphate were added. During the reaction, the reaction liquid was sampled. From the sample, N-Boc-3-aminopyrrolidine was extracted by the addition of ethyl acetate after basifying the sample with 6 N aqueous solution of sodium hydroxide. The amount of N-Boc-3-aminopyrrolidine produced was measured by analyzing N-Boc-3-aminopyrrolidine under the following GC conditions. Further, by the law of the art, N-Boc-3-aminopyrrolidine thus obtained was acted on by 3,5-dinitrobenzyl chloride to form a dinitrobenzyl derivative. After that, the dinitrobenzyl derivative was analyzed under the following HPLC conditions, whereby the optical purity thereof was measured. In the result, the amount of N-Boc-3-aminopyrrolidine produced after 23 hours in reaction was 2.14 g. The absolute configuration of N-Boc-3-aminopyrrolidine was (S), and the optical purity was 99.4% e.e.

出典