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HRID216915

反应详情

EQUATION

反应方程式

HRID 216915 的结构方程式

REACTANTS

反应物

3
结构：CC[N+](CC)(CC)S(=O)(=O)N=C([O-])OC
HCID2724994

未命名化合物

结构：CC(C)S(=O)(=O)c1ccc(-c2ccc(C[C@H](NC(=O)C3(NC(=O)OC(C)(C)C)CCOCC3)C(N)=O)cc2)cc1
HCID59568578

未命名化合物

结构：CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)cc3)cc2)C(N)=O)CCOCC1
HCID59568602

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)S(=O)(=O)c1ccc(-c2ccc(C[C@@H](C#N)NC(=O)C3(NC(=O)OC(C)(C)C)CCOCC3)cc2)cc1
HCID59568606

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

The mixture of (S)-tert-butyl 4-(1-amino-3-(4′-fluorobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate and (S)-tert-butyl 4-(1-amino-3-(4′-(isopropylsulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 4, step (i), 620 mg) in dichloromethane (15 mL) was treated with Burgess' reagent (462 mg) and the mixture was stirred at room temperature for 2 days. The reaction was absorbed onto silica and was purified by chromatography on silica eluting with 25% ethyl acetate in isohexane and then 50% ethyl acetate in isohexane to afford after evaporation of the relevant fractions (S)-tert-butyl 4-(1-cyano-2-(4′-fluorobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (218 mg) and (S)-tert-butyl 4-(1-cyano-2-(4′-(isopropylsulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (300 mg).

WORKUP

后处理

  1. customThe reaction was absorbed onto silica
  2. customwas purified by chromatography on silica eluting with 25% ethyl acetate in isohexane
  3. custom50% ethyl acetate in isohexane to afford
  4. customafter evaporation of the relevant fractions (S)-tert-butyl 4-(1-cyano-2-(4′-fluorobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (218 mg) and (S)-tert-butyl 4-(1-cyano-2-(4′-(isopropylsulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (300 mg)