HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 21074411, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Benzyloxycarbonyl-L-phenylalanine | HCID 70878 | — |
| Reactant | L-Tryptophan, methyl ester | HCID 77980 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21074411 | HCID 21074411 | 85.9% |
Reaction Steps
Condensation of Z-Phe-OH (15.0 g.) and H-Trp-OCH3 (12.8 g.) by the mixed anhydride method using isobutyl chloroformate (6.52 ml.) and triethylamine (10.1 g.) in tetrahydrofuran for a few minutes at -20° C. and then for about 1 hr. at room temperature, isolation of the crude product by ethyl acetate extraction, and purification by crystallization from ether-hexane gave Z-Phe-Trp-OCH3 (21.5 g., 8670 yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05378803 |
| Source dataset | uspto-grants-1995_01 |
| ORD ID | ord-7de5f6377aa540b5adefe7be99260109 |
| Source note | uspto-grants-1995_01 |