HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butoxycarbonylalanine → (S)-2-{(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-3-phenyl-propionic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | 3,5-Difluorophenylacetic acid | HCID 145424 | — |
| Reactant | L-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1) | HCID 11459563 | — |
| Reactant | N-(L-alaninyl)-L-phenylalanine tert-butyl ester hydrochloride | HCID 69622800 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | (S)-2-{(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-3-phenyl-propionic acid tert-butyl ester | HCID 22894895 | — |
Reaction Steps
Following General Procedure C and using 3,5-difluorophenylacetic acid (Oakwood) and N-(L-alaninyl)-L-phenylalanine tert-butyl ester hydrochloride (prepared from N-BOC-L-alanine (Sigma) and L-phenylalanine tert-butyl ester hydrochloride (Advanced Chemtech) using General Procedure C, followed by removal of the BOC-group using General Procedure P), the title compound was prepared as a gel. The reaction was monitored by tlc (Rf=0.5 in 4% MeOH/CHCl3) and the product was purified by silica gel chromatography using 4% MeOH/CHCl3 as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06861558B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-13a944e8199d4c77aa86acf3f5985a12 |
| Source note | uspto-grants-2005_03 |