HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropyl azodicarboxylate → (R)-2-amino-2-(6-(4-pentylcyclohexyloxy)naphthalen-2-yl)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | (R)-4-methyl-4-(6-(4-pentylcyclohexyloxy)naphthalen-2-yl)oxazolidin-2-one | HCID 67413569 | — |
| Reactant | HCID 178464725 | HCID 178464725 | — |
| Product | (R)-2-amino-2-(6-(4-pentylcyclohexyloxy)naphthalen-2-yl)propan-1-ol | HCID 46196192 | 35% |
Reaction Steps
(R)-2-Amino-2-[6-(4-pentyl-cyclohexyloxy)-naphthalen-2-yl]-propan-1-ol was synthesized as per (R)-2-Amino-2-[6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-propan-1-ol (Example 259) in 35% yield (and 21% recovered starting material) using (R)-4-Methyl-4-[6-(4-pentyl-cyclohexyloxy)-naphthalen-2-yl]-oxazolidin-2-one as starting material. Note that the starting material contained 20% impurity (mixture of reduced DIAD, reduced DEAD).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546359B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-279f3ef3f79f4debb2877b905589f15c |
| Source note | uspto-grants-2013_10 |