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HRID 1377156作成日:2026年10月25日

Propionic Acid → HCID 56615310、化合物

https://huagongshe.com/reaction/1377156

反応式

関与物質

役割名称HCID仕込み量
反応物Propionic AcidHCID 1032—
反応物Lithium HexamethyldisilazideHCID 2733832—
反応物(5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-oneHCID 10946873—
反応物p-Benzyloxybenzyl iodideHCID 11723738—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl acetate hexaneHCID 21226206—
生成物HCID 56615310HCID 56615310—

反応手順

In analogy with Example 5d), 5.2 g (16.7 mmol) of 5(S)-[1(S)-(Boc-amino)-2-cyclohexylethyl]-dihydrofuran-2-one [(preparation, see Example 12a)], dissolved in 50 ml of THF, are deprotonated, at -70° C., with 33.4 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF, and alkylated, at -75° C. for 1 h, with 5.2 g (16.07 mmol) of 4-benzyloxybenzyl iodide [preparation, see Example 1d)] in 15 ml of THF. Treating, at -75° C., with 6.2 ml (83.02 mmol) of propionic acid and water, and further working up, affords the title compound after column chromatography (SiO2, hexane/ethyl acetate: 4/1). TLC Rf (hexane/ethyl acetate: 4/1)=0.27; tRet (II)=20.41 min.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05663200
出典データセットuspto-grants-1997_09
ORD IDord-e79bd312a256491cb4dc99f461e0a132
出典メモuspto-grants-1997_09