HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrophenol → HCID 54544611, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrophenol | HCID 11137 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- | HCID 85083 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | (R)-1-Boc-2-azetidinemethanol | HCID 11074142 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54544611 | HCID 54544611 | 40% |
Reaction Steps
A 2.25 g (1.2 mmol) sample of (R)-1-t-butoxycarbonyl-2-azetidinemethanol (prepared as in Example 1b above, except replacing the N-BOC-L-proline thereof with N-BOC-S-azetidinecarboxylic acid) and 2.25 g (18 mmol) of 3-nitrophenol (Aldrich) were added to a complex of TPP and DEAD (prepared as in Example 1 above, 18.1 mmol of each)in 80 mL of THF. The reaction was stirred for 16 hr, the solvents were removed under vacuum, and the residue was chromatographed on silica gel, eluting with a gradient of 1:1, 1:2, 1:3, 1:4 chloroform:hexane to give 1.5 g (40%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05472958 |
| Source dataset | uspto-grants-1995_12 |
| ORD ID | ord-7cc66e7bf0754abf983f53914c16fc72 |
| Source note | uspto-grants-1995_12 |