HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-[[(phenylmethoxy)[(2,2,2-trichloroethoxy)carbonyl]amino]methyl]-3-furanyl] ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (Phenylmethoxy)carbamic acid 2,2,2-trichloroethyl ester | HCID 11098567 | — |
| Reactant | Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-(hydroxymethyl)-3-furanyl]ester | HCID 15346553 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-[[(phenylmethoxy)[(2,2,2-trichloroethoxy)carbonyl]amino]methyl]-3-furanyl] ester | HCID 86752473 | 200.3% |
Reaction Steps
To a 0° C. solution, under argon, of 1.0 g of product from Example 6, 1.69 g of product from Example 70, 1.49 g of triphenylphosphine and 5.4 ml of tetrahydrofuran is added 0.988 g of diethyl azodicarboxylate in 1.4 ml of tetrahydrofuran. The reaction is stirred at room temperature for 48 hours, filtered and the filtrate concentrated in vacuo to give 5.18 g of thick oil. The oil is purified by chromatography (Silica Gel: 15-25% ethyl acetate/hexane) to give 0.805 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05750735 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-70e6722cf6684f6ea0871533a0ffa7ed |
| Source note | uspto-grants-1998_05 |