1-Bromo-2-methylpropane → HCID 178428758, compound

HRID 276508Notes

Reaction equation

HRID 276508 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[NH:16][C@@H:15]([CH2:17][C:18]2[NH:19][CH:20]=[C:21]([CH2:23][CH:24]([CH3:26])[CH3:25])[N:22]=2)[CH2:14][S:13]1.[CH2:27](Br)[CH:28]([CH3:30])[CH3:29]>>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[N:16]([CH2:27][CH:28]([CH3:30])[CH3:29])[C@@H:15]([CH2:17][C:18]2[NH:19][CH:20]=[C:21]([CH2:23][CH:24]([CH3:26])[CH3:25])[N:22]=2)[CH2:14][S:13]1

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 178428751HCID 178428751, compound

Product 1

HCID 178428758HCID 178428758, compound

Procedure

(L)-Histidinol was reacted with SOCl2 followed by 2-methyl-4-nitrophenyl isothiocyanate according to Method C2a to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-(1-(isobutylimidazoly)methyl)-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-3-isobutyl-4-(1-(isobutylimidazolyl)methyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-a88e1b58995447c2a1e722e65cba0bc6
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

Loading…