HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 1-Decanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1,10-Decanediol | HCID 37153 | — |
| Reactant | 10-Hydroxydecanoic Acid | HCID 74300 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | Glycylserylglycylaspartylvaline | HCID 54459949 | — |
| Product | 1-Decanol | HCID 8174 | — |
Reaction Steps
Coupling of glycylserylglycylaspartylvaline with 1,10-decanediol. The protected peptide is reacted with 10-hydroxydecanoic acid (Aldrich) in the presence of dicyclohexylcarbodiimide (DCC) (Aldrich) and N-hydroxy-succinimide (Aldrich) according to Bergeron et al. (1981) J. Org. Chem. 46:4524, until the complete consumption of the peptide starting material is confirmed by thin layer chromatography. Flash column purification gives 10-(peptidyloxy) decanol as product, through formation of an amide linkage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06171614B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-90ae0101f6e74a0383a29df67f6e8c24 |
| Source note | uspto-grants-2001_01 |