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(2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol → (2R)-5-amino-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (2R)-5-(Benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol | HCID 16086982 | — |
| 反応物 | EtOH Ethanol | HCID 57419690 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | triethylamine Triethylamine | HCID 22592508 | — |
| 生成物 | (2R)-5-amino-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol | HCID 11476040 | — |
反応手順
In a three-neck flask, the catalyst (150 mg of 20% palladium/carbon) was added to the solution of (2R)-5-(benzyloxycarbonylamino)-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol (3.0 g; 5.27 mmol) in a mixture of triethylamine Et3N (6 ml)/HPLC-grade ethanol EtOH (300 ml). Air was discharged under vacuum then the flask was loaded with hydrogen. The reaction mixture was hydrogenated at room temperature for 2 hours then the catalyst was filtered off and the filtrate was concentrated to provide the desired product as a homogenous white solid. Rf=0.2, 5/1 0/0.5 CH2Cl2-MeOH-Et3N, m.p.=47-48° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08173133B2 |
| 出典データセット | uspto-grants-2012_05 |
| ORD ID | ord-2bc368e9abfa493bb09096be0109c576 |
| 出典メモ | uspto-grants-2012_05 |