HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Diethyl 3-chloro-4-aminobenzylphosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Chloro-4-nitrobenzoic acid | HCID 7448 | — |
| Reactant | Triethyl phosphite | HCID 31215 | — |
| Reactant | Diboron | HCID 6328200 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | Diethyl 3-chloro-4-aminobenzylphosphonate | HCID 19077629 | — |
Reaction Steps
Following the procedure described in part E of Example 1 (R), (S)-α-[[2-[((1,1-dimethylethyl)dimethylsilyl)oxy]-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-4-methoxybenzeneacetic acid was condensed with diethyl 3-chloro-4-aminobenzylphosphonate to generate the title compound. The diethyl 3-chloro-4-aminobenzylphosphonate was prepared from commercial 2-chloro-4-nitrobenzoic acid upon sequential treatment with 1) diborane in THF; 2) φ3P,CBr4 in CH2Cl2 ; 3) P(OEt)3 at 125° C.; and 4) reduction with Na2S2 O4 in THF/H2O at 100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05770615 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-d525ce8277e245ed9b248400d6fb59a2 |
| Source note | uspto-grants-1998_06 |