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HRID1018860

反应详情

EQUATION

反应方程式

HRID 1018860 的结构方程式

REACTANTS

反应物

5
结构：Nc1nccs1
HCID2155

2-Aminothiazole

C3H4N2S

结构：CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
HCID151348

Tri(dimethylamino)benzotriazol-1-yloxyphosphonium hexafluorophosphate

C12H22F6N6OP2

结构：O=C(Nc1nccs1)[C@H](CC1CCCCC1)N1Cc2ccccc2C1=O
HCID9947513

未命名化合物

结构：CS(=O)(=O)c1cccc2c1CN([C@@H](CC1CCCCC1)C(=O)O)C2=O
HCID69695789

未命名化合物

结构：CS(=O)(=O)c1cccc2c1C(=O)N([C@@H](CC1CCCCC1)C(=O)O)C2
HCID69695930

未命名化合物

PRODUCTS

生成物

1
结构：CS(=O)(=O)c1cccc2c1CN([C@@H](CC1CCCCC1)C(=O)Nc1nccs1)C2=O
HCID10182224

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

结构：CCOC(C)=O.ClCCl
溶剂HCID21226138

未命名化合物

PROCEDURE

实验过程

BOP coupling of (S)-3-cyclohexyl-2-(4-methylsulfonyl-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid and regio-isomeric (S)-3-cyclohexyl-2-(7-methylsulfonyl-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (112 mg; 0.31 mmol) and 2-aminothiazole (54 mg; 0.52 mmol) in a manner similar to that used for the preparation of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide (outlined in Example 9, Step B) provided after flash chromatography (Biotage 40M; eluent: ethyl acetate/methylene chloride: gradient 15%-50% ethyl acetate) provided 51 mg (S)-3-Cyclohexyl-2-(4-methylsulfonyl-1-oxo-1,3dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide: EI-HRMS m/e calcd for C21H25N3O4S2 (M+−2) 445.1130, found 445.1125 and 39 mg of (S)-3-Cyclohexyl-2-(7-methylsulfonyl-1-oxo-1,3dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide: EI-HRMS m/e calcd for C21H25N3O4S2 (M+) 447.1286, found 447.1280.