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HRID1397111

反应详情

EQUATION

反应方程式

HRID 1397111 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])O.[Na+]
HCID516892

Sodium Bicarbonate

CHNaO3

结构：O=C([O-])ON1C(=O)CCC1=O
HCID22239412

未命名化合物

结构：CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O[C@H]3C[C@](C)(N)[C@@H](O)[C@H](C)O3)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(NCc3ccc(-c4ccc(Cl)cc4)cc3)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O.O=P(O)(O)O
HCID70691404

未命名化合物

PRODUCTS

生成物

1
结构：CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O[C@H]3C[C@](C)(N)[C@@H](O)[C@H](C)O3)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(NCc3ccc(-c4ccc(Cl)cc4)cc3)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
HCID16136912

Oritavancin

C86H97Cl3N10O26

收率 80.3%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：O
溶剂HCID962

Water

H2O

结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

2 次

PROCEDURE

实验过程

To oritavancin bisphosphoric acid salt (5, 1.0 g, 0.50 mmol) in 1,4-dioxane (15 mL) and H2O (15 mL) was added NaHCO3 (92.91 mg, 1.10 mmol) and the mixture was stirred until all of 5 had dissolved. A solution of 18 (311 mg, 0.60 mmol) in 1,4-dioxane (4 mL) was added and the resulting solution was stirred at room temperature for 20 h. The dioxane was evaporated and the product was precipitated by addition of acetone:diethyl ether (1:3, 100 mL), filtered and dried. The crude product was purified by C18 reversed phase chromatography on a Biotage™ flash chromatography system (10% to 70% MeCN in 0.05% aqueous TFA) to give 19 (720 mg, 65%) as a white solid: ESI-MS calculated for C104H124C13N11O35, 2194.5. found 2195.6 (M+H).

WORKUP

后处理

  1. dissolutionhad dissolved
  2. stirringthe resulting solution was stirred at room temperature for 20 h
  3. customThe dioxane was evaporated
  4. customthe product was precipitated by addition of acetone:diethyl ether (1:3, 100 mL)
  5. filtrationfiltered
  6. customdried
  7. customThe crude product was purified by C18 reversed phase chromatography on a Biotage™ flash chromatography system (10% to 70% MeCN in 0.05% aqueous TFA)