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HRID 47731作成日:2026年10月23日

tert-Butyl isothiocyanate → ethyl (2R)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butylamino)carbothioyl]amino}hexanoate

https://huagongshe.com/ja/reaction/47731

反応式

関与物質

役割名称HCID仕込み量
反応物tert-Butyl isothiocyanateHCID 11544—
反応物ethyl (2R)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoateHCID 86584429—
反応物HCID 178418790HCID 178418790—
溶媒EthanolHCID 702—
溶媒Diethyl EtherHCID 3283—
生成物ethyl (2R)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butylamino)carbothioyl]amino}hexanoateHCID 86584428—

反応条件

温度80 °C

反応手順

The process is performed as in Example 2, starting with 7.4 g of ethyl (2R)-2-amino-6-{[(benzyloxy)carbonyl]-amino}hexanoate with 5 cm3 of tert-butyl isothiocyanate in 200 cm3 of anhydrous ethanol at a temperature in the region of 20° C. for 20 hours. The reaction is completed by addition of a further 1 cm3 of isothiocyanate and heating for 2 hours at a temperature in the region of 80° C. The reaction medium is concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. The residue obtained is taken up in ether and concentrated again under the above conditions. 13 g of ethyl (2R)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butylamino)carbothioyl]amino}hexanoate are obtained in the form of a colorless oil. (αD20=−12.5±0.5 at a concentration of 0.5% in methanol).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06699895B2
出典データセットuspto-grants-2004_03
ORD IDord-28959d29fab34f3faafa931b30da8b88
出典メモuspto-grants-2004_03