HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl bromoacetate → 2-[[1-(5-Cyanothiophene-3-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-(N-Cbz-6-amino-5-chloronaphthalene-2-sulfonyl)amino]acetic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | N-Cbz-6-amino-5-chloro-naphthalene-2-sulfonic acid-[1-(5-cyanothiophen-3-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide | HCID 18392457 | — |
| Product | 2-[[1-(5-Cyanothiophene-3-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-(N-Cbz-6-amino-5-chloronaphthalene-2-sulfonyl)amino]acetic acid tert-butyl ester | HCID 67365255 | — |
Reaction Steps
The title compound is prepared from N-Cbz-6-amino-5-chloro-naphthalene-2-sulfonic acid-[1-(5-cyanothiophen-3-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]amide as described in EXAMPLE 141, Part D using tert-butyl bromoacetate in place of benzyl bromide. The crude product is purified by column chromatography eluting with a gradient of 5% EtOAc/CH2Cl2 to 10% EtOAc/CH2Cl2 to provide the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05958918 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-6c2edee8080c4961920c98206afdc9ad |
| Source note | uspto-grants-1999_09 |