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HRID1397122

反应详情

EQUATION

反应方程式

HRID 1397122 的结构方程式

REACTANTS

反应物

3
结构：O
HCID962

Water

H2O

结构：O=C([O-])O.[Na+]
HCID516892

Sodium Bicarbonate

CHNaO3

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 128.1%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

结构：C1COCCO1.O
溶剂HCID21886435

1,4-Dioxane--water (1/1)

C4H10O3

PROCEDURE

实验过程

A suspension of 5 (538 mg, 0.270 mmol) and NaHCO3 (68 mg, 0.81 mmol) in dioxane/water (1:1, 12 mL) was stirred at room temperature for approximately 15 min, after which all 5 had dissolved. A solution of 68 (295 mg, 0.541 mmol) in 2 mL dioxane was then added and the resulting solution was stirred at room temperature for 18 h. Cold water was added and the resulting mixture was stirred for 1 h then the precipitate was collected by filtration to give 69 (620 mg, 103%). The crude material which likely contained NaHCO3 was found to be a mixture of the desired product and the monodeprotected material that was used without purification: ESI-MS (M+2H) calculated for C104H130Cl3N10O32PSi2, 1112.4. found 1112.5.

WORKUP

后处理

  1. dissolutionafter which all 5 had dissolved
  2. stirringthe resulting solution was stirred at room temperature for 18 h
  3. stirringthe resulting mixture was stirred for 1 h
  4. filtrationthe precipitate was collected by filtration