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Sulfuric Acid → methyl (5Z)-7-[(1R,2R,3R,5R)-5-chloro-2-formyl-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]-5-heptenoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Trioxobis(pyridine)chromium | HCID 88565 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | (+/-)-(Z)-7-[(1R,2S,3R,5R)-5-chloro-2-hydroxymethyl-3-(tetrahydropyran-2-yloxy)-cyclopentyl]-5-heptenic acid methyl ester | HCID 11428798 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | methyl (5Z)-7-[(1R,2R,3R,5R)-5-chloro-2-formyl-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]-5-heptenoate | HCID 11234130 | 86.5% |
反応手順
9 g of Collins reagent is dissolved in 85 ml of dichloromethane, and a solution of 2 g of VI in 25 ml of dichloromethane is instilled with stirring in 5 minutes, stirred 15 minutes, diluted with 200 ml of diethyl ether, shaken with sodium bicarbonate solution, diluted sulfuric acid and salt water, dried over magnesium sulfate and concentrated by evaporation in a vacuum. 1.72 g of aldehyde VII is obtained as oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04806668 |
| 出典データセット | uspto-grants-1989_02 |
| ORD ID | ord-051427dba65341b6baa3b71a29f94bfe |
| 出典メモ | uspto-grants-1989_02 |