HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine ethyl ester → N-Oleoylglycine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine ethyl ester | HCID 12176 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Glycinamide | HCID 69020 | — |
| Reactant | Oleic Acid | HCID 445639 | — |
| Reactant | Oleoyl Sarcosine | HCID 6912870 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-Oleoylglycine | HCID 6436908 | — |
Reaction Steps
N-Oleoyl glycine (FIG. 7) was prepared by coupling glycine ethyl ester to oleic acid with EDCI (Cravatt et al. (1996) J. Am. Chem. Soc. 118, 580-590; Patterson et al. (1996) J. Am. Chem. Soc. 118, 5938-5945) followed by sequential transformation to the carboxylic acid (LiOH) and glycinamide (EDCI, NH4OH;). N-Oleoyl sarcosine was purchased (Pfaltz and Bauer) and converted to its ethyl ester by coupling with EtOH (DCC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06734204B1 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-af81aa2227444438b9d1b833f7984589 |
| Source note | uspto-grants-2004_05 |