HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- → HCID 66902459, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- | HCID 77857 | — |
| Reactant | HCID 66902392 | HCID 66902392 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66902459 | HCID 66902459 | 87% |
Reaction Steps
Prepare according to the General Procedure A using Boc-L-phenylalanine (772 mg, 2.91 mmoles) and (1S,2S,4S,5R,6R)-2-amino-4-hydroxy-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester (480 mg, 1.94 mmoles, Preparation 22). Concentrate the crude reaction mixture, dissolve in dichloromethane, flash through a short silica gel plug with ethyl acetate/DCM (1:1), and concentrate in-vacuo to give a yellow oil. Further purify the material by silica gel chromatography eluting with 30% ethyl acetate/hexanes to 80% ethyl acetate/hexanes to afford 852 mg (87%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371872B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-7c0ad6d821d044c687f57321a32d4954 |
| Source note | uspto-grants-2008_05 |