N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide → alpha-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide

HRID 774

反应方程式

HRID 774 反应方程式
[CH3:1][O:2][CH2:3][C@H:4]([NH:11][C:12](=[O:43])[C@@H:13]([CH:40]([CH3:42])[CH3:41])[NH:14][C:15](=[O:39])[C@H:16]([CH:28](CC1C=CC=CC=1)[C:29](=[O:31])[OH:30])[NH:17]C(OCC1C=CC=CC=1)=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CO.O.[Pd].[C]>[CH3:1][O:2][CH2:3][C@H:4]([NH:11][C:12](=[O:43])[C@@H:13]([CH:40]([CH3:41])[CH3:42])[NH:14][C:15](=[O:39])[C@H:16]([CH2:28][C:29](=[O:30])[OH:31])[NH2:17])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

参与物

5

反应物 1

HCID 53886295N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide

产物 1

HCID 11793217alpha-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide收率 70.1%

试剂、催化剂与溶剂 3

HCID 178418390HCID 178418390，化合物催化剂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)-酮溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
40 °C

实验过程

To a suspension of 6.20 g (10.5 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide in 200 ml of methanol and 50 ml of water was added 1.50 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen under heat at 40° C. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to 15 ml. The crystal thus precipitated was removed by filtration and dried to obtain 2.69 g (7.36 mmols, 70.0% ) of α-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide.

后处理

  1. customThe catalyst was removed by filtration
  2. concentrationthe resulting filtrate was concentrated under reduced pressure to 15 ml
  3. customThe crystal thus precipitated
  4. customwas removed by filtration
  5. customdried

来源与证据

ORD记录
ord-1b033c485fa54b2cb55a6e97a581a99c
来源数据集
uspto-grants-1998_03
专利号
US05723165

关联笔记

加载中…