HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-({(5S)-2-Oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide → N-[((5S)-3-{4'-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-({(5S)-2-Oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide | HCID 14987823 | — |
| Reactant | (5R)-3-(4-bromophenyl)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazole | HCID 59749522 | — |
| Product | N-[((5S)-3-{4'-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide | HCID 59749465 | — |
Reaction Steps
The procedure of Example 41, but starting from N-({(5S)-2-oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide (476 mg, 1.20 mM) and (5R)-3-(4-bromophenyl)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazole (370 mg. 1.00 mM) was used to give the desired product after 7 hours at 90° C. Purification by chromatography on silica gel using 90% ethyl acetate/hexanes gave 398 mg of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396847B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-740cf08a78ca4e00913f48aea44b02b4 |
| Source note | uspto-grants-2008_07 |