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HRID2055062

反应详情

EQUATION

反应方程式

HRID 2055062 的结构方程式

REACTANTS

反应物

4
结构：CCN(C(C)C)C(C)C
HCID81531

Diisopropylethylamine

C8H19N

结构：COC(=O)CN.Cl
HCID122755

Methyl glycinate hydrochloride

C3H8ClNO2

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)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)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O.Cl
HCID6420023

Vancomycin monohydrochloride

C66H76Cl3N9O24

结构：CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F.On1nnc2ccccc21
HCID22988621

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)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)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O.CONCC(=O)O
HCID86597506

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

5
结构：CS(C)=O
溶剂HCID679

Dimethyl sulfoxide

C2H6OS

结构：CO
溶剂HCID887

Methanol

CH4O

结构：O
溶剂HCID962

Water

H2O

结构：ClC(Cl)Cl
溶剂HCID6212

Chloroform

CHCl3

结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Vancomycin hydrochloride (317 mg, 0.213 mmol) and glycine methyl ester hydrochloride (54 mg, 0.426 mmol) are dissolved in 2 mL DMSO and 2 mL DMF and stirred at 0° C. Diisopropylethylamine (186 μL, 0.3195 mmol) is added to the reaction vessel via syringe followed by HOBt/HBTU (710 μL 0.45M DMF solution, 0.319 mmol). The ice bath is removed after addition. After 10 minutes, the reaction is completed and the reaction solution is directly loaded to a poly(divinylbenzene) column (30 mm×8 cm, 50-100 micron particle size) and eluted with methanol/water (0, 10%, 20%, 30%, 40%, 50% of 100 mL each). The fractions containing the pure products are combined and evaporated to give 249 mg of (CXXIX) as a white powder, 77%. Rf=0.15 (CHCl3:MeOH:H2O=3:2:0.5). Mass Spec. [M+H]+, 1521; [M−V]+, 1377.

WORKUP

后处理

  1. customThe ice bath is removed
  2. additionafter addition
  3. washeluted with methanol/water (0, 10%, 20%, 30%, 40%, 50% of 100 mL each)
  4. additionThe fractions containing the pure products
  5. customevaporated
  6. customto give 249 mg of (CXXIX) as a white powder, 77%