HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Bromobenzenesulfonyl chloride → Nalpha-(4-bromobenzenesulfonyl)-Nepsilon-(9-fluorenylmethoxycarbonyl)-L-lysine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Reactant | Trifluoroacetate | HCID 84468 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)-6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid | HCID 10983524 | — |
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | Nalpha-(4-bromobenzenesulfonyl)-Nepsilon-(9-fluorenylmethoxycarbonyl)-L-lysine | HCID 86604342 | 65% |
Reaction Steps
Nα-tert-butoxycarbonyl-Nε-(9-fluorenylmethoxycarbonyl)-L-lysine was deprotected at the α position by treatment with TFA/CH2Cl2 as described in the procedure outlined in example 24 and the resulting trifluoroacetate salt was alkylated with 4-bromobenzenesulfonyl chloride as described in example 2, affording the title compound in 65% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06455587B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-13c1fa7c24e54e578daf6c2a77bb9bf5 |
| Source note | uspto-grants-2002_09 |