HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 86613499, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86613500 | HCID 86613500 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86613499 | HCID 86613499 | 55% |
Reaction Steps
In the same manner as in Example 118, methyl 2-acetyl-3,5-bis(methoxycarbonyloxy)-6-(3-methoxyphenyl)phenylacetate was obtained from methyl 2-acetyl-3,5-dihydroxy-6-(3-methoxyphenyl)phenylacetate (320 mg, 0.97 mmol) obtained in the above, using methyl chlorocarbonate (0.2 mL, 2.6 mmol), triethylamine (0.4 mL, 2.9 mmol) and tetrahydrofuran (5.0 mL); and from the resulting compound, obtained was methyl 2-ethyl-3,5-bis(methoxycarbonyloxy)-6-(3-methoxyphenyl)phenylacetate, using sodium borohydride (210 mg, 5.5 mmol), water (3.0 mL) and tetrahydrofuran (5.0 mL). Then, the resulting compound was treated with methanol solution (5.0 mL) of 7 mmol/L ammonia to obtain Compound 142 (170 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538241B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-bcd6cf9a530c4b9e8852353e12b57c94 |
| Source note | uspto-grants-2009_05 |