(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → (S)-1,3,4,5-Tetrahydro-4-amino-3-oxo-2 H-2-benzazepine-2-acetic acid, ethyl ester

HRID 1319

反应方程式

HRID 1319 反应方程式
C1(COC([NH:11][C@H:12]2[CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[CH2:15][N:14]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:13]2=[O:29])=O)C=CC=CC=1.CO.C(Cl)Cl.C(Cl)(Cl)Cl>[OH-].[OH-].[Pd+2].C(O)C>[NH2:11][C@H:12]1[CH2:18][C:17]2[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=2[CH2:15][N:14]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:13]1=[O:29]

参与物

7

反应物 4

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 6212三氯甲烷HCID 6344二氯甲烷HCID 86749789(S)-1,3,4,5-tetrahydro-4-[[(phenylmethoxy)carbonyl]amino]-3-oxo-2H-2-benzazepine-2-acetic acid, ethyl ester

产物 1

HCID 86749788(S)-1,3,4,5-Tetrahydro-4-amino-3-oxo-2 H-2-benzazepine-2-acetic acid, ethyl ester

试剂、催化剂与溶剂 2

HCID 9942167氢氧化钯催化剂HCID 702乙醇溶剂

实验过程

20% Palladium hydroxide/carbon catalyst was added to a solution of (S)-1,3,4,5-tetrahydro-4-[[(phenylmethoxy)carbonyl]amino]-3-oxo-2H-2-benzazepine-2-acetic acid, ethyl ester (1.037 g., 2.62 mmole) in absolute ethanol (20 ml.) and the resulting suspension was stirred under a hydrogen atmosphere (balloon) for 2 hours. The mixture was filtered through Celite and filtrate was evaporated to dryness. The semi-solid residue was triturated with hexane to give 0.63 g. of product as a white, crystalline solid; m.p. 71°-73° C.; Rf =0.38 (methanol:methylene chloride, 1:9); [α]D =77.5° (c=0.59, chloroform).

后处理

  1. filtrationThe mixture was filtered through Celite and filtrate
  2. customwas evaporated to dryness
  3. customThe semi-solid residue was triturated with hexane
  4. customto give 0.63 g

来源与证据

ORD记录
ord-d232c1adede245b1b40453d6829ded7a
来源数据集
uspto-grants-1998_03
专利号
US05723602

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