HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl isothiocyanate → HCID 71258268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl isothiocyanate | HCID 11167 | — |
| Reactant | (1R,2S,3R,4R,5R)-2-Amino-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)cyclohexanol | HCID 86727203 | — |
| Product | HCID 71258268 | HCID 71258268 | — |
Reaction Steps
The title compound was prepared via a synthetic sequence as described above Intermediate Example 7, starting form (1R,2S,3R,4R,5R)-2-amino-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)cyclohexanol (0.150 g, 0.336 mmol) and methyl isothiocyanate (MeNCS) (0.049 g, 0.67 mmol). The crude product was purified on silica gel by automatic flash column chromatography (EtOAc/hexanes, 1:20 to 1:3), affording (3aR,4R,5R,6R,7aS)-2-(mthylamino)-4,5-bisbenzyloxy-6-(benzyloxymethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]thiazole as a colorless oil (0.16 g, impure).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126957B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b9037a23ff9b4a3e9c7ca37f1ef36aa9 |
| Source note | uspto-grants-2015_09 |