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HRID466667

反应详情

EQUATION

反应方程式

HRID 466667 的结构方程式

REACTANTS

反应物

3
结构：O=C1CCC(=O)O1
HCID7922

Succinic anhydride

C4H4O3

结构：CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
HCID36314

Paclitaxel

C47H51NO14

结构：CC(C)=O.ClC(Cl)Cl
HCID15930782

未命名化合物

PRODUCTS

生成物

1
结构：CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](OC(=O)CCC(=O)O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
HCID25024567

Paclitaxel succinate

C51H55NO17

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CN(C)c1ccncc1
催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution of 300 mg (0.35 mmole) of taxol, 500 mg (4.2 mmole) of succinic anhydride and 10 mg of DMAP in 4 mL of DMF is heated at 85° C. for 10 h (single spot by TLC using silica, chloroform/acetone, 9:1). With the use of the same procedure as for 2'-succinyltaxol above, the crude product is isolated, and chromatographed on 5 g of silica using toluene/10-50% acetone. This gave 300 mg (68%) of crystalline material: mp 180°-1° C.; [a] -30.1° (c=1.05, EtOH); Anal. (C H NO) C,H,N.