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Acetic Anhydride → Glutaryl-7-aminocephalosporanic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Anhydride | HCID 7918 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (6R,7R)-7-((4-Carboxy-1-oxobutyl)amino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid | HCID 6453255 | — |
| 生成物 | Glutaryl-7-aminocephalosporanic acid | HCID 446570 | 74,000% |
反応手順
To an aqueous solution of desacetyl glutaryl 7ACA (4 ml, 0.20 mmoles) chilled in an ice bath is added 0.4 ml acetic anhydride (4.2 mmoles) dropwise and 20% sodium hydroxide (9.75 mmoles) is pumped in to maintain the reaction pH at 7.0±1. After all of the acetic anhydride is added and the pH stabilizes, by HPLC there is now 0.148 moles of glutaryl 7ACA (yield is 74%). There is 4.5% of desacetyl glutaryl 7ACA remaining along with 10% of a compound tentatively identified as the cyclic glutarimide 7ACA derivative.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05221739 |
| 出典データセット | uspto-grants-1993_06 |
| ORD ID | ord-2009c0b86b7d417dade55be0f6878f49 |
| 出典メモ | uspto-grants-1993_06 |