HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 18-(tert-Butoxycarbonyl)-6,12,18-tris(benzyloxy)-7,13-dioxo-6,12,18-triazaoctadecanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl N-(benzyloxy)carbamate | HCID 736159 | — |
| Reactant | 12-(tert-Butoxycarbonyl)-6,12-bis(benzyloxy)-7-oxo-6,12-diazadodecanenitrile | HCID 10324034 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 18-(tert-Butoxycarbonyl)-6,12,18-tris(benzyloxy)-7,13-dioxo-6,12,18-triazaoctadecanenitrile | HCID 10484991 | 74% |
Reaction Steps
N-(tert-Butoxycarbonyl )-O-benzylhydroxylamine (1.43 g, 6.40 mmol) was alkylated with (6) (3.00 g, 5.68 mmol) using NaH (80%, 0.19 g, 6.33 mmol) in DMF (100 mL), following the procedure used for (4). Column chromatography on silica gel with 4:1 hexane/EtOAc yielded 3.0 g (74%) of (7) as an oil: NMR δ 1.50 (s, 9 H), 1.40-1.85 (m, 12 H), 2.20-2.50 (m, 6 H), 3.27-3.70 (m, 6 H), 4.75 (s, 6 H), 7.33 (s, 15 H). Anal. (C41H54N4O7) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05322961 |
| Source dataset | uspto-grants-1994_06 |
| ORD ID | ord-00af994a3d514c75a88b6af4ed389672 |
| Source note | uspto-grants-1994_06 |