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HRID7387

反应详情

EQUATION

反应方程式

HRID 7387 的结构方程式

REACTANTS

反应物

2
结构：CC(=O)OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
HCID101776

Acetobromglucose

C14H19BrO9

结构：Cc1[nH][nH]c(=O)c1Cc1ccc(OC(C)C)cc1
HCID15542324

1,2-Dihydro-5-methyl-4-[[4-(1-methylethoxy)phenyl]methyl]-3H-pyrazol-3-one

C14H18N2O2

PRODUCTS

生成物

1
结构：CC(=O)OC[C@H]1O[C@@H](Oc2n[nH]c(C)c2Cc2ccc(OC(C)C)cc2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
HCID67335077

未命名化合物

收率 39%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：O=C([O-])[O-].[Ag+2]
催化剂HCID178418647

未命名化合物

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度
65 °C

PROCEDURE

实验过程

To a suspension of 4-[(4-isopropoxyphenyl)methyl]-5-methyl-1,2-dihydro-3H-pyrazol-3-one (46 mg), acetobromo-α-D-glucose (99 mg) and 4A molecular sieves in tetrahydrofuran (3 mL) was added silver carbonate (66 mg), and the mixture was stirred at 65° C. overnight under light shielding. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran), and successively by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1) to give 4-[(4-isopropoxyphenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (42 mg).

WORKUP

后处理

  1. customThe reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran)