反応 #10241

ord-842a1339cfd14e34bb806023e6bbd3bc

反応方程式

CC(C)(C)OC(=O)CC(O)C[C@H](O)COC(=O)c1ccccc1
(5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester
COC(C)(C)OC
2,2-dimethoxypropane
CS(=O)(=O)O
methanesulfonic acid
c1ccncc1
pyridine
CC(C)(C)OC(=O)C[C@H]1C[C@@H](COC(=O)c2ccccc2)OC(C)(C)O1
2-[(4R,6S)-2,2-dimethyl-6-benzoyloxymethyl-1,3-dioxan-4-yl]acetic tert-butyl ester

反応条件

温度
40°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The compositional yield values

実験手順

To a solution composed of 108 mg (90.2 weight %, 0.3 mmol) of the (5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester produced in Example 15, 62.4 mg (0.6 mmol) of 2,2-dimethoxypropane, and 5 mL of acetone were added 3.0 mg (0.03 mmol) of methanesulfonic acid and 11.9 mg (0.15 mmol) of pyridine, and the mixture was stirred at 40° C. for 16 hours. This reaction mixture was analyzed by high-performance liquid chromatography (column: Develosil ODS-HG-3 4.6×250 mm, product of Nomura Chemical, eluent: water/acetonitrile=50/50, flow rate: 1.0 mL/min, detector: UV 220 nm, column temperature: 40° C.). The compositional yield values were as follows.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07094594B2uspto-grants-2006_08