Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetohydrazide | HCID 14039 | — |
| Reactant | L-Glutamic acid, N-((1,1-dimethylethoxy)carbonyl)-, 5-(phenylmethyl) ester | HCID 83589 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71205495 | HCID 71205495 | — |
Reaction Steps
674 mg (2 mmol) of (S)-5-(benzyloxy)-2-(tert-butoxycarbonylamino)-5-oxopentanoic acid (Boc-Glu (OBzl)-OH) and 148 mg (2 mmol) of acetohydrazide were added with 5 ml of tetrahydrofuran, added with 356 mg of N,N-carbonyl diimidazole and stirred at room temperature overnight. The solvent was distilled away, and the resultant was purified using purified purification step A to obtain a crude purified substance of (4S)-4-(N′-acetylhydrazinecarbonyl)-4-{[(tert-butoxy)carbonyl]amino}butanoic acid benzyl ester. The obtained crude purified substance was dissolved in 2 ml of methylene chloride, which was added with 72 mg of Burgess reagent and stirred at room temperature overnight. Another 72 mg of Burgess reagent was added and stirred for two days. After distilling the solvent away, purification was carried out using purification step A to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09150505B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-692470f9b5a9467ba25f805f57b5c3d7 |
|---|
| Source note | uspto-grants-2015_10 |
|---|