HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-(2-Benzyloxy-4-nitro-benzenesulfonylamino)-succinamic acid tert-butyl ester → (S)-3-(4-Amino-2-benzyloxy-benzenesulfonylamino)-succinamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-(2-Benzyloxy-4-nitro-benzenesulfonylamino)-succinamic acid tert-butyl ester | HCID 69692796 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-3-(4-Amino-2-benzyloxy-benzenesulfonylamino)-succinamic acid tert-butyl ester | HCID 69692844 | — |
Reaction Steps
A solution of (S)-3-(2-benzyloxy-4-nitro-benzenesulfonylamino)-succinamic acid tert-butyl ester (1.30 g, 2.70 mmol) in THF (75 mL) was shaken with Raney Nickel (0.50 g) under H2 (33 psi) for 18 h using a Parr apparatus. The reaction mixture was filtered through celite and concentrated. (S)-3-(4-Amino-2-benzyloxy-benzenesulfonylamino)-succinamic acid tert-butyl ester was obtained (1.20 g, 98%) as an off white solid. MS (APCI) m/z 448.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06875765B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-59d89215924c42a897c45113040e0afb |
| Source note | uspto-grants-2005_04 |