L-Leucinol → HCID 178426704, compound

HRID 276436Notes

Reaction equation

HRID 276436 reaction equation
O[CH2:2][C@@H:3]([NH2:8])[CH2:4][CH:5]([CH3:7])[CH3:6].[CH3:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=1[N:19]=[C:20]=[S:21]>>[CH3:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=1[N:19]=[C:20]1[NH:8][C@H:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[CH2:2][S:21]1

Participants

3

Reactant 2

HCID 111307L-LeucinolHCID 27599552-Isothiocyanato-1-methyl-4-nitrobenzene

Product 1

HCID 178426704HCID 178426704, compound

Procedure

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was converted to (1R)-1-(chloromethyl)-3-methylbutanammonium chloride as described in Method B7a. 2-Methyl-5-nitrophenyl isothiocyanate was reacted with (1R)-1-(chloromethyl)-3-methylbutanammonium chloride according to Method C1a to give (4R)-2-(2-methyl-5-nitrophenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4R)-2-(2-methyl-5-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine HCl salt.

Sources & evidence

ORD record
ord-887a37363ba84823bd1eac64cc1dda41
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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