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HRID976031

反应详情

EQUATION

反应方程式

HRID 976031 的结构方程式

REACTANTS

反应物

4
结构：O=P([O-])([O-])[O-]
HCID1061

Phosphate

O4P-3

结构：[BH3-]C#N.[Na+]
HCID5003444

Sodium cyanotrihydroborate

CH3BNNa

结构：C/C=C/[C@H]1O[C@@](OC)([C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](CC)[C@@H](O)[C@H](C)C/C(C)=C/C=C/[C@@H]2OC)C[C@@H](O[C@H]2C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O2)[C@@H]1C
HCID11061923

未命名化合物

结构：CO.O
HCID22242641

Methanol--water (1/1)

CH6O2

PRODUCTS

生成物

1
结构：C/C=C/[C@H]1O[C@@H]([C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](CC)[C@@H](O)[C@H](C)C/C(C)=C/C=C/[C@@H]2OC)C[C@@H](O[C@H]2C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O2)[C@@H]1C
HCID11115550

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CCO
溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

5 ml of 0.5N HCI are added to a solution of 500 mg (0.57 mmol) of 21-O-methylconcanamycin A and 258 mg of NaBH3CN (4.11 mmol, 7 equiv.) in 65 ml of EtOH and the reaction mixture is then stirred at room temperature for 4 hours. The TLC monitoring is effected using RP 8-silica gel plates (Merck) (eluant: MeOH/H2O 9:2). For working-up, 60 ml of phosphate buffer (pH=7) are added, EtOH is removed in vacuo and the aqueous residue is extracted with CHCl3. Purification is carried out by MPLC chromatography on RP 18-silica gel (eluant: MeOH/H2O 8:2). The yield is 228 mg (47%), m.p.: 140° C.

WORKUP

后处理

  1. customEtOH is removed in vacuo
  2. extractionthe aqueous residue is extracted with CHCl3
  3. customPurification