HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 131727504, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-((1,1-Dimethylethoxy)carbonyl)-3-fluoro-L-phenylalanine | HCID 2734492 | — |
| Reactant | N-Me-Val-N-Me-Tyr(3-tBu)-NH2 | HCID 131722752 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131727504 | HCID 131727504 | 91% |
Reaction Steps
To a solution of Boc-Phe(3-F)—OH (0.20 g, 0.706 mmol), N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.21 g, 0.578 mmol) and CMPI (0.20 g, 0.783 mmol) in THF (6 ml), TEA (0.30 ml, 2.15 mmol) was added under cooling with ice and stirred at room temperature overnight. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: chloroform:methanol:aqueous ammonia=60:1:0.05) to give Boc-Phe(3-F)-N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.33 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553969B1 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-b90cf9a6d8aa4a3f963844cd290e6fa5 |
| Source note | uspto-grants-2009_06 |