Sodium borohydride → HCID 67039577, compound

HRID 604583Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][CH2:6][C:7]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:11]([C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[N:10]=[C:9]([NH:18]C(=O)C(C)(C)C)[S:8]1.[BH4-].[Na+]>>[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][CH2:6][C:7]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:11]([C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[N:10]=[C:9]([NH2:18])[S:8]1

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 10151512HCID 10151512, compound

Product 1

HCID 67039577HCID 67039577, compoundYield 17%

Procedure

In the same manner as that of the method described in to WO2003/051854, from 4-[3-(2,2-dimethylpropionyl)-5-(2,2-dimethylpropionylamino)-2-phenyl-2,3-dihydro-1,3,4-thiadiazol-2-yl]butanoic acid methyl ester (11.2 g, 25.9 mmol) obtained according to the method described in WO2003/051854 and sodium borohydride (2.94 g, 77.6 mmol), 4-[5-amino-3-(2,2-dimethylpropionyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazol-2-yl]butanoic acid methyl ester (1.54 g, 17%) was obtained.

Workup

customobtained

Sources & evidence

ORD record: ord-8bc3ec04d6304820aa2c152630c93204
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07910611B2

Reaction notes

Loading…