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HRID20381

反应详情

EQUATION

反应方程式

HRID 20381 的结构方程式

REACTANTS

反应物

2
结构：CCCCP(CCCC)CCCC
HCID13831

Tributylphosphine

C12H27P

结构：CC(C)(C)OC(=O)N(C[C@@H](O)COC1CCCCC1)[C@H](CO)[C@@H](OCc1ccccc1)[C@H](Cc1cc(F)cc(F)c1)N(Cc1ccccc1)Cc1ccccc1
HCID68561132

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N1C[C@H](COC2CCCCC2)OC[C@@H]1[C@@H](OCc1ccccc1)[C@H](Cc1cc(F)cc(F)c1)N(Cc1ccccc1)Cc1ccccc1
HCID68561694

未命名化合物

收率 84.7%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：c1ccccc1
溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

Dissolve [(1R,2S,3S)-2-benzyloxy-3-dibenzylamino-4-(3,5-difluorophenyl)-1-hydroxymethyl-butyl]-((R)-3-cyclohexyloxy-2-hydroxypropyl)-carbamic acid tert-butyl ester (0.940 g, 1.216 mmol) in benzene (6 mL) followed by the addition of tributylphosphine (0.369 g, 1.824 mmol) and N,N-tetramethyl azodicarboxamide (TMAD) (0.314 g, 1.824 mmol). Stir vigorously for 16 hours, filter the slurry, wash with hexanes and purify (silica gel chromatography, eluting with 5:95 to 15:85 ethyl acetate:hexanes) to give the desired compound as a white foam (0.777 g, 84.7%).

WORKUP

后处理

  1. filtrationfilter the slurry
  2. washwash with hexanes
  3. custompurify
  4. wash(silica gel chromatography, eluting with 5:95 to 15:85 ethyl acetate:hexanes)