Glycinamide hydrochloride → 4-[(4-{3-[1-Carbamoyl-1-(methyl)-ethylcarbamoyl]propyl}phenyl)methyl]-3-(beta-D-galactopyranosyloxy)-5-isopropyl-1H-pyrazole

HRID 2223593Notes

Reaction equation

HRID 2223593 reaction equation
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@H:6]1[O:24][C:25]1[C:29]([CH2:30][C:31]2[CH:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[CH2:39][C:40](O)=[O:41])=[CH:33][CH:32]=2)=[C:28]([CH:43]([CH3:45])[CH3:44])[NH:27][N:26]=1)(=O)C.[NH2:46][C:47]([CH3:52])([CH3:51])[C:48]([NH2:50])=[O:49].Cl.NCC(N)=O>>[C:48]([C:47]([NH:46][C:40]([CH2:39][CH2:38][CH2:37][C:34]1[CH:33]=[CH:32][C:31]([CH2:30][C:29]2[C:25]([O:24][C@@H:6]3[O:7][C@H:8]([CH2:19][OH:20])[C@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]3[OH:4])=[N:26][NH:27][C:28]=2[CH:43]([CH3:45])[CH3:44])=[CH:36][CH:35]=1)=[O:41])([CH3:52])[CH3:51])(=[O:49])[NH2:50]

Participants

4

Reactant 3

HCID 2723639Glycinamide hydrochlorideHCID 64537832-Amino-2-methylpropanamideHCID 68537679HCID 68537679, compound

Product 1

HCID 685358224-[(4-{3-[1-Carbamoyl-1-(methyl)-ethylcarbamoyl]propyl}phenyl)methyl]-3-(beta-D-galactopyranosyloxy)-5-isopropyl-1H-pyrazole

Procedure

The title compound was prepared in a similar manner to that described in Example 1 using 3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)-4-({4-[(1E)-3-carboxyprop-1-enyl]-phenyl}methyl)-5-isopropyl-1H-pyrazole and 2-amino-2-methylpropionamide instead of 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-({4-[(1E)-3-carboxyprop-1-enyl]-phenyl}methyl)-5-isopropyl-1H-pyrazole and glycinamide hydrochloride, respectively.

Sources & evidence

ORD record
ord-b0510878221444bbad416939d3bf23e5
Source dataset
uspto-grants-2008_05
Patent number
US07375087B2

Reaction notes

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