反应 #502070

ord-1332fbc3fc7343d3ae3f4f9848ebc0f4

反应方程式

COC(=O)c1ccccc1CCC(=O)c1cccc(C=Cc2ccc3ccc(Cl)cc3n2)c1
2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-ketopropyl]benzoic acid methyl ester
CC(C)O
IPA
Cl.OCCN(CCO)CCO
triethanolamine-HCl
O=S(=O)([O-])[O-].[Mg+2]
MgSO4
COC(=O)c1ccccc1CC[C@H](O)c1cccc(C=Cc2ccc3ccc(Cl)cc3n2)c1
(S)-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl]benzoic Acid Methyl Ester

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他To a jacketed 2-L 3-neck flask under nitrogen with jacket temperature set at 51° C. via an external heat exchanger
  2. 2
    其他equipped with internal thermometer and mechanical stirrer at 250 rpm
  3. 3
    其他to give a pale yellow solution
  4. 4
    workup.ALIQUOTfor sampling

实验过程

To a jacketed 2-L 3-neck flask under nitrogen with jacket temperature set at 51° C. via an external heat exchanger and equipped with internal thermometer and mechanical stirrer at 250 rpm was added 300 mL 100 mM pH 8.0 triethanolamine-HCl, 0.6 mL 1 M MgSO4, 3.0 g of SEQ ID NO:20 catalyst as prepared in Example 3, 0.1 g NADP-Na2, to give a pale yellow solution. After stirring for 10 minutes, 100 g 2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-ketopropyl]benzoic acid methyl ester was added portion-wise over ˜5 minutes. To the slurry was added 500 mL (390 g) of IPA and 100 mL (85 g) toluene. The progress of the reaction was monitored by achiral HPLC as described in Example 4 and 6. The procedure as described in Example 9 was used for sampling and sample prep.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08088610B2uspto-grants-2012_01