Ethanolamine → HCID 178445839, compound

HRID 276704Notes

Reaction equation

HRID 276704 reaction equation
O[CH2:2][C@@H:3]([NH2:8])[CH2:4][CH:5]([CH3:7])[CH3:6].COC(=O)[C@H](CC(C)C)N.OCCN.[Cl:23][C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[N:31]=[C:32]=[S:33]>>[Cl:23][C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[N:31]=[C:32]1[NH:8][C@@H:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[CH2:2][S:33]1

Participants

5

Reactant 4

HCID 700EthanolamineHCID 65105(+)-L-Leucine methyl esterHCID 111307L-LeucinolHCID 27962812,3-Dichlorophenyl Isothiocyanate

Product 1

HCID 178445839HCID 178445839, 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. 2,3-Dichlorophenyl isothiocyanate was reacted with (1S)-1-(chloromethyl)-3-methylbutanammonium chloride according to Method C1a to give (4S)-2-(2,3-dichlorophenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with 3-bromopentane according to Method D2a to afford (4S)-2-(N-(3-pentyl)-2-methyl-4-nitrophenylamino)-4-isobutyl-1,3-thiazoline.

Sources & evidence

ORD record
ord-be23abb426714dabb3d3f846922a272d
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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