HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → (4S)-2-(4-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Isobutylaminehydrochloride | HCID 21133 | — |
| Reactant | (+)-L-Leucine methyl ester | HCID 65105 | — |
| Reactant | Benzene, 1-isothiocyanato-4-nitro- | HCID 75044 | — |
| Reactant | L-Leucinol | HCID 111307 | — |
| Reactant | (2S)-4-methyl-2-(isobutylamino)pentanol | HCID 22951222 | — |
| Product | (4S)-2-(4-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine | HCID 57124422 | — |
Reaction Steps
(1S)-1-(Hydroxymethyl)-3-methylbutylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (2S)-4-methyl-2-(isobutylamino)pentan-1-ol as described in Method B4c. The resulting 2-hydroxyethylamine was converted to N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride according to Method B7c. 4-Nitrophenyl isothiocyanate was reacted with N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride to Method C1f to afford (4S)-2-(4-nitrophenylimino)-3,4-diisobutyl-1,3-thiazolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06353006B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-393b1e9400894e05b8860b5be6f2eaf3 |
| Source note | uspto-grants-2002_03 |