HCID 68972732, compound → 2(R)-tert-butoxycarbonylamino-3-(5-isopropyl-thiophen-2-yl)-propionic acid methyl ester

HRID 1272689Notes

Reaction equation

HRID 1272689 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C@H:4]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:5][C:6]1[S:7][C:8]([C:11]([CH3:13])=[CH2:12])=[CH:9][CH:10]=1>[Pd]>[CH3:1][O:2][C:3](=[O:22])[C@H:4]([NH:14][C:15]([O:17][C:18]([CH3:19])([CH3:21])[CH3:20])=[O:16])[CH2:5][C:6]1[S:7][C:8]([CH:11]([CH3:13])[CH3:12])=[CH:9][CH:10]=1

Participants

3

Reactant 1

HCID 68972732HCID 68972732, compound

Product 1

HCID 689723282(R)-tert-butoxycarbonylamino-3-(5-isopropyl-thiophen-2-yl)-propionic acid methyl esterYield 95.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

8.50 g of 2(R)-tert-butoxycarbonylamino-3-(5-isopropenyl-thiophen-2-yl)-propionic acid methyl ester was treated with Pd/C and H2 gas (1 atm) by the general procedure N to afford 8.20 g of 2(R)-tert-butoxycarbonylamino-3-(5-isopropyl-thiophen-2-yl)-propionic acid methyl ester. This ester was treated with HCl/dioxane (4.0 M) to afford 7.10 g of title compound.

Sources & evidence

ORD record
ord-37dd18dd44ea4fa791f2e3d4ae280313
Source dataset
uspto-grants-2007_04
Patent number
US07208601B2

Reaction notes

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