HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-L-phenylalanine → (1S,5S) [1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(4-bromo-phenyl)-ethyl]-carbamic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-L-phenylalanine | HCID 671214 | — |
| Reactant | (1s,5s)-[1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(2-bromo-phenyl)-ethyl]-carbamic acid methyl ester | HCID 24999240 | — |
| Product | (1S,5S) [1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(4-bromo-phenyl)-ethyl]-carbamic acid methyl ester | HCID 68474076 | 28% |
Reaction Steps
This derivative was synthesized using the procedure described for the preparation of (1S,5S)-[1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(2-bromo-phenyl)-ethyl]-carbamic acid methyl ester (example 4, steps A and B) using L-4-bromophenylalanine (Peptech Corp.) instead of L-2-bromophenylalanine. The desired material was obtained in 28% yield (25 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410300B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-67c31c17cfbb42e1b758f838f0a5ac55 |
| Source note | uspto-grants-2013_04 |