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HRID1493447

反应详情

EQUATION

反应方程式

HRID 1493447 的结构方程式

REACTANTS

反应物

3
结构：CCOC(C)=O
HCID8857

Ethyl acetate

C4H8O2

结构：O=C(O)[C@H](Cc1ccccc1)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](COCc1ccccc1)C(=O)O
HCID14557690

未命名化合物

结构：CC1(C)OCC(COC(=O)[C@H](Cc2ccccc2)C[C@@H](Cc2ccccc2)C(=O)O)O1
HCID14997152

未命名化合物

PRODUCTS

生成物

1
结构：CC1(C)OCC(COC(=O)[C@H](Cc2ccccc2)C[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCc2ccccc2)C(=O)O)O1
HCID86744820

未命名化合物

PROCEDURE

实验过程

To a solution of 0.5 g of (L)-homophenylalanine 1,2:5,6-di-O-isopropylidene-D-glucofuranos-3-yl ester, 0.51 g of 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)-methoxycarbonyl]-(S,S)-2,4-dibenzylbutyric acid is added 0.23 g of 1-(3-dimethylminopropyl)-3-ethylcarbodiimide hydrochloride. The solution is stirred overnight. The solution is diluted with ethyl acetate, washed in sequence with 1N hydrochloric acid, water, saturated sodium bicarbonate, water, dried (Na2SO4), filtered and concentrated. The residue is flash chromatographed on silica gel eluting with ethyl acetate-methylene chloride (1:4) giving N-{4-[(2,2-dimethyl-1,3-dioxolan-4-yl)-methoxycarbonyl]-(S,S)-2,4-dibenzylbutyryl}-(L)-homophenylalanine 1,2:5,6-di-O-isopropylidene-D-glucofuranos-3-yl ester melting at 48°-50°.

WORKUP

后处理

  1. washwashed in sequence with 1N hydrochloric acid, water, saturated sodium bicarbonate, water
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed on silica gel eluting with ethyl acetate-methylene chloride (1:4)