1-Bromo-2-methylpropane → HCID 57264631, compound

HRID 276458Notes

Reaction equation

HRID 276458 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:12]=[C:13]2[NH:17][C@@H:16]([CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:15][S:14]2)[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9].[CH2:22](Br)[CH:23]([CH3:25])[CH3:24]>>[CH3:1][C:2]1[CH:3]=[C:4]([N:12]=[C:13]2[N:17]([CH2:22][CH:23]([CH3:25])[CH3:24])[C@@H:16]([CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:15][S:14]2)[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 178428320HCID 178428320, compound

Product 1

HCID 57264631HCID 57264631, compound

Procedure

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (1S)-1-(chloromethyl)-3-methylbutanammonium chloride as described in Method B7a. 3,5-Dimethyl-4-nitroaniline was converted to 3,5-Dimethyl-4-nitrophenyl isothiocyanate according to Method A2a, Step 3. 3,5-Dimethyl-4-nitrophenyl isothiocyanate was reacted with (1S)-1-(chloromethyl)-3-methylbutanammonium chloride according to Method C1a to give (4S)-2-(3,5-dimethyl-4-nitrophenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to give (4S)-2-(3,5-dimethyl-4-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-b28ff3d232634b6c87b9db40380e9646
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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