HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 6-Benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | ((S)-5-benzyloxy-1-hydroxymethyl-3,3-dimethyl-pentyl)-carbamic acid tert-butyl ester | HCID 22882578 | — |
| Reactant | 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-ethoxycarbonyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide | HCID 131720511 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 6-Benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanal | HCID 22882579 | — |
Reaction Steps
The title compound is prepared starting from 28.1 g of 6-benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexan-1-ol, 10.5 ml of oxalyl chloride, 11.4 ml of dimethyl sulfoxide and 45 ml of triethylamine analogously to Example 1g): Rf (A)=0.62; Rt (I)=28.1 min; FAB-MS: (M+H)+ =350.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-b04bcb4eec7c465dbe0f6ffff256e99b |
| Source note | uspto-grants-1998_02 |