HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → [(S)-1-benzyloxymethyl-2-(2-iodo-1,1-diphenylethoxy)-ethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,1-Diphenylethylene | HCID 10740 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | (R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanol | HCID 11065873 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [(S)-1-benzyloxymethyl-2-(2-iodo-1,1-diphenylethoxy)-ethyl]-carbamic acid tert-butyl ester | HCID 68558007 | — |
Reaction Steps
Dissolve ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (1.0 g, 3.55 mmol) and 1,1-diphenylethylene (0.534 g, 2.96 mmol) in acetonitrile (20 mL). Add N-iodosuccinimide (0.800 g, 3.55 mmol) and stir at room temperature 72 hours. Pour into ethyl acetate and wash with saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate. Purify on silica gel, eluting with 0:100 to 30:70 ethyl acetate:hexanes to give the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745438B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-d84c6867d5d949f78021d1ce8021af7c |
| Source note | uspto-grants-2010_06 |