HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 7-bromoheptanoate → 8-Carbamoyl-12-hydroxy-3-methylheptadecanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 7-bromoheptanoate | HCID 122490 | — |
| Reactant | Methyl 3-methyl-7-iodoheptanoate | HCID 20322201 | — |
| Reactant | ethyl 8-carbamoyl-12-(S)-hydroxyheptadecanoic acid | HCID 22799886 | — |
| Reactant | Methyl 8carboxy-12-acetoxy-3-methylheptadecanoate | HCID 53657493 | — |
| Reactant | ethyl 8-carbamoyl-12-(S)-acetoxyheptadecanoate | HCID 54170379 | — |
| Reactant | Di-tert.-butyl (6-methoxycarbonyl-5-methylhexyl)malonate | HCID 86735176 | — |
| Reactant | Tert.-butyl 2-(4-acetoxynonyl)-2-(6-methoxycarbonyl-5-methylhexyl)malonate | HCID 86735177 | — |
| Product | 8-Carbamoyl-12-hydroxy-3-methylheptadecanoic acid | HCID 21401704 | — |
Reaction Steps
The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the ethyl 7-bromoheptanoate is replaced by an equimolar amount of methyl 3-methyl-7-iodoheptanoate. The product of Step A is thus: di-tert.-butyl (6-methoxycarbonyl-5-methylhexyl)malonate. Subsequent steps yield: di.-tert.-butyl 2-(4-acetoxynonyl)-2-(6-methoxycarbonyl-5-methylhexyl)malonate (D); methyl 8carboxy-12-acetoxy-3-methylheptadecanoate (V); methyl 8-chlorocarbonyl-12-acetoxy-3-methylheptadecanoate (D); methyl 8-carbamoyl-12-acetoxy-3-methylheptadecanote (E); and 8carbamoyl-12-acetoxy-3-methylheptadecanoic acid (F).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04055597 |
| Source dataset | uspto-grants-1977_10 |
| ORD ID | ord-f5ad0926191d484091dc4ea1e159b25c |
| Source note | uspto-grants-1977_10 |