HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → (4S)-2-(1-oxo-5-indanylimino)-4-(2-butyl)-1,3-thiazolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | L-Isoleucine, methyl ester | HCID 75735 | — |
| Reactant | 5-amino-2,3-dihydro-1H-inden-1-one | HCID 312890 | — |
| Reactant | (2S)-2-amino-3-methylpentan-1-ol | HCID 11789185 | — |
| Reactant | 1-Oxo-5-indanyl isothiocyanate | HCID 54409838 | — |
| Reactant | HCID 178418790 | HCID 178418790 | — |
| Product | (4S)-2-(1-oxo-5-indanylimino)-4-(2-butyl)-1,3-thiazolidine | HCID 178445838 | — |
Reaction Steps
(1S)-1-(Hydroxymethyl)-2-methylbutylamine was made from (L)-isoleucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (1S)-1-(chloromethyl)-2-methylbutanammonium chloride as described in Method B7a. 5-Aminoindan-1-one was converted to 1-oxo-5-indanyl isothiocyanate according to Method A2a. The isothiocyanate was reacted with (1S)-1-(chloromethyl)-2-methylbutanammonium chloride to Method C1a to give (4S)-2-(1-oxo-5-indanylimino)-4-(2-butyl)-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4S)-2-(1-oxo-5-indanylimino)-4-(2-butyl)-3-isobutyl-1,3-thiazolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06353006B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-f1e3d48d8b934f59bd14ce42bddcba12 |
| Source note | uspto-grants-2002_03 |