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HRID1428969

反应详情

EQUATION

反应方程式

HRID 1428969 的结构方程式

REACTANTS

反应物

3
结构：COC(=O)c1cccc(B(O)O)c1
HCID2734714

3-Methoxycarbonylphenylboronic acid

C8H9BO4

结构：CNC(=O)c1cccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(C)c2)c1
HCID57413864

未命名化合物

结构：CC(=O)OC[C@H]1O[C@H](Oc2ccc(Br)cc2Cl)[C@@H](CC(=O)[O-])[C@H](OC(C)=O)[C@H]1OC(C)=O
HCID86674308

未命名化合物

PRODUCTS

生成物

1
结构：COC(=O)c1cccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)c1
HCID57413727

未命名化合物

收率 43%

PROCEDURE

实验过程

4b was prepared using the same procedure as for 5b with [(2R,3S,4S,5R,6R)-4,5-diacetoxy-6-(acetoxymethyl)-2-(4-bromo-2-chloro-phenoxy)tetrahydropyran-3-yl]acetate and 3-methoxycarbonylphenyl boronic acid as the reactants. It was further purified by HPLC (C18, 15*150 mm column; eluent: acetonitrile/water (0.1% TFA)). Yield: 43%. 1H NMR (300 MHz, METHANOL-d4) δ ppm 3.59-3.71 (m, 1H) 3.71-3.85 (m, 3H) 3.94 (s, 3H) 4.01 (dd, J=9.34, 3.30 Hz, 1H) 4.12 (dd, J=3.30, 1.92 Hz, 1H) 5.61 (d, J=1.65 Hz, 1H) 7.40-7.49 (m, 1H) 7.49-7.62 (m, 2H) 7.68 (d, J=2.20 Hz, 1H) 7.82 (ddd, J=7.76, 1.85, 1.10 Hz, 1H) 7.98 (dt, J=7.83, 1.30 Hz, 1H) 8.14-8.25 (m, 1H). MS (ESI): found [M+H]+, 425.1.

WORKUP

后处理

  1. customIt was further purified by HPLC (C18, 15*150 mm column; eluent: acetonitrile/water (0.1% TFA))