Formate → 2-Naphthylglycolic acid

反応式

N1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:11])[C:8]([OH:10])=[O:9])[CH:2]=1.C([O-])=O>>[CH:2]1[C:8]2[C:6](=[CH:5][CH:4]=[CH:3][CH:7]=2)[CH:5]=[CH:4][C:3]=1[CH:7]([OH:11])[C:8]([OH:10])=[O:9]

参加物

反応物 2

HCID 283Formate

HCID 13672728alpha-Hydroxypyridine-3-acetic acid

生成物 1

HCID 111381432-Naphthylglycolic acid

実験手順

(−)-3-pyridylglycolic acid This Reaction was performed in 100 mM anmonium formate buffer at pH 8. To isolate the product, the reaction mixture was filtered through a 10,000 MWCO membrane to remove enzyme and then concentrated in vacuo. 1H NMR (DMSO-d6, 500 MHz) δ 8.56 (s, 1H), 8.36 (d, J=4.57 Hz, 1H), 8.25 (s, 1H), 7.71 (m, 1H), 7.25 (dd, J=4.98, 4.80 Hz 1H), 5.45 (s, 1H). 13C NMR DMSO-d6, 125 MHz) δ 165.911, 147.862, 147.251, 139.118, 133.381, 122.746, 71.508. MS calc'd for [C7H7NO3] 153.04, found 154.0 ((MALDI TOF). ee=92% [HPLC], 84% yield, [α]20598=−65.2 (c=0.5, H2O).

後処理

customTo isolate the product
filtrationthe reaction mixture was filtered through a 10,000 MWCO membrane
customto remove enzyme
concentrationconcentrated in vacuo

出典と根拠

ORDレコード: ord-2293570e3c0f4dc084fdc9e048652634
出典データセット: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07521216B2

反応ノート

読み込み中…

参加物