聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate

HRID 64776

反应方程式

HRID 64776 反应方程式
[CH2:1]([N:3](CC)[CH2:4][CH3:5])[CH3:2].[CH2:8]([O:15]C(N1CCC[C@H]1C(O)=O)=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[NH2:26][C:27]1([C:32]([O:34][CH3:35])=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28]1.[OH2:36].[O:37]1[CH2:42][CH2:41]OCC1>C(OCC)(=O)C>[CH2:8]([O:15][N:3]1[CH2:4][CH2:5][C:41](=[C:42]=[O:37])[C@H:1]1[C:2]([CH:28]1[CH2:29][CH2:30][CH2:31][C:27]1([NH2:26])[C:32]([O:34][CH3:35])=[O:33])=[O:36])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参与物

7

反应物 5

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 8471三乙胺HCID 312751,4-二氧六环HCID 101987N-苄氧羰基-L-脯氨酸HCID 2312251-氨基-1-环戊烷甲酸甲酯

产物 1

HCID 86740982methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate收率 79%

试剂、催化剂与溶剂 1

HCID 8857乙酸乙酯溶剂

实验过程

5.4 ml of triethylamine and 13.5 g of the N-hydroxysuccinimide ester of N-benzyloxycarbonyl-L-proline were added to 5.6 g of methyl 1-aminocyclopentane-1-carboxylate in 50 ml of dioxane at 10° C., the reaction mixture was stirred for 2 hours at this temperature, 20 ml of water were then added and the reaction was allowed to continue for 20 hours at room temperature. The mixture was taken up in ethyl acetate, and the organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. Crystallization of the solid residue gave 11.5 g (79%) of methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate.

后处理

  1. additionwere then added
  2. washthe organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. customevaporated down under reduced pressure
  5. customCrystallization of the solid residue

来源与证据

ORD记录
ord-370cbb45113842a6869250f03197467e
来源数据集
uspto-grants-1986_09
专利号
US04610817

关联笔记

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