Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 15723443 | HCID 15723443 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118093718 | HCID 118093718 | 99.3% |
Reaction Steps
Under nitrogen a solution of the material from Step 2 (0.39 g) in CH2Cl2 (10 mL) is added dropwise to a stirred mixture of formic acid (0.20 mL) and triethylamine (0.61 mL) with cooling in an ice-bath. Chloro([1S,2S)-(−)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido)(mesitylene)ruthenium(II) (26 mg) is added and the reaction mixture stirred at 0° C. for 3 hours. Water is added and the resulting mixture extracted twice with ethyl acetate. The combined organic layers are washed (saturated aqueous NaHCO3), dried and purified by column chromatography (silica gel, cyclohexane:ethyl acetate gradient 100:0 to 50:50), to obtain the desired material (0.39 g). LC (METHOD 14): tR=0.83 min; Mass spectrum: m/z=257 [M+H−H2O]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09308194B2 |
|---|
| Source dataset | uspto-grants-2016_04 |
|---|
| ORD ID | ord-d72683b122b14c51affed6b1d34b0378 |
|---|
| Source note | uspto-grants-2016_04 |
|---|