関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Benzyl chloroformate | HCID 10387 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | L-Tyrosine 1,1-dimethylethyl ester | HCID 6950582 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | Carbamate | HCID 276 | — |
| 生成物 | Z-Tyr-OtBu | HCID 11428694 | — |
反応手順
To a 0° C. suspension of L-tyrosine tert-butyl ester (Bachem, 1.0. eq) and sodium bicarbonate (2.0 eq) in a 1:1 mixture of THF and water was added slowly with stirring benzyl chloroformate (1. 1 eq). After the addition, the mixture was stirred at 0° C. for 3 h and at room temperature for 24 h. The mixture was diluted with diethyl ether, and the aqueous layer was separated. The organic extracts were washed with saturated sodium chloride, treated with anhydrous magnesium sulfate, filtered, and evaporated to afford N-benzyloxycarbonyl-L-tyrosine tert-butyl ester of sufficient purity for immediate conversion of the tyrosine hydroxyl into a carbamate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07741328B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-4a6c1f1dc3e74d41b45ee6e37120b17a |
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| 出典メモ | uspto-grants-2010_06 |
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