HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 57562391, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68809848 | HCID 68809848 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57562391 | HCID 57562391 | 89% |
Reaction Steps
To a solution of ((1S)-1-((((1S)-1-benzyl-3-ethylamino-2-hydroxy-3-oxo-propyl)amino)carbonyl)-3-methylbutyl)carbamic acid 2-methoxyethyl ester (0.7 g, 1.6 mmol) in CH2Cl2 (70 mL) was added Dess-Martin periodinane (1.0 g, 2.4 mmol). The mixture was stirred at room temperature for 18 hours. Aqueous 10% Na2S2O3 (35 mL) and saturated aqueous NaHCO3 (35 mL) were added thereto, and the mixture was stirred at room temperature for 30 minutes. The organic layer was separated, washed with 1M HCl, saturated aqueous NaHCO3 and saturated aqueous NaCl, dried over MgSO4, and concentrated in vacuo. The residue was crystallized from EtOAc/hexane to give the title compound (0.62 g, 88%) as colorless crystals. M.p. 138.0-138.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491705B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-6cb974b30d21477ca9ea732c0847378b |
| Source note | uspto-grants-2009_02 |