Yuki Gosei Kogyo Co., Ltd.

Japan Tobacco Inc.

Japan Tabacco Inc.

Japan Tobacco Co.

Yoshitake Naoi

Hajime Matsushita

Kazuo Itoh

Takashi Ebata

Hiroshi Kawakami

Koshi Koseki

Katsuya Matsumoto

Hajima Yoshikoshi

Method for preparing 2'-3'-dideoxy-.beta.-nucleosides using

2'-deoxy-.beta.-adenosine can be industrially and easily obtained without using expensive or dangerous materials by the process of the present invention, which comprises the steps of: preparing a salt of adenine from adenine, allowing to condense the salt with a derivative of pentofuranose to isolate a derivative of adenine, and then eliminating the protecting groups.

Process for preparing 2'-deoxy-.beta.-adenosine

(S)-4-hydroxymethyl-.gamma.-lactone is prepared by oxidizing dihydrolevoglucosenone with a peracid in an organic solvent. (S)-4-hydroxymethyl-.gamma.-lactone is prepared from levoglucosenone. First, levoglucosenone is catalytic hydrogenated, thereby dihydrolevoglucosenone is obtained. Next, dihydrolevoglucosenone thus obtained is oxidized with a peracid in an organic solvent, thereby (S)-4-hydroxymethyl-.gamma.-lactone is obtained. In this manner, (S)-4-hydroxymethyl-.gamma.-lactone can be obtained with high optical purity.

Method of producing (S)-4-hydroxymethyl-.gamma.-lactone

The present invention is a process for preparing 2'-deoxy-5-trifluoromethyl-.beta.uridine characterized in that a 5-trifluoromethyl-2,4-bis(triorganosilyloxy)pyrimidine and a 1-halogeno-2-deoxy-.alpha.-D-erythro-pentofuranose derivative are subjected to condensation reaction in chloroform to give a 1-(2-deoxy-.beta.-D-erythro-pentofuranoxyl)-5-trifluoromethyluracil derivative which is then subjected to the deprotection reaction to give 2'-deoxy-5-trifluoromethyl-.beta.-uridine.

Process for preparing 2'-deoxy-5-trifluoromethyl-beta-uridine

A method of preparing (S)-.gamma.-hydroxymethyl-.alpha.,.beta.-butenolide includes the step of oxidizing a levoglucosenone with a peracid in an organic solvent. Peracetic acid, metha-chloroperbenzoic acid or magnesium monoperoxyphthalate hexahydrate can be used as the peracid. According to this method, an (S)-.gamma.-hydroxymethyl-.alpha.,.beta.-butenolide having high optical purity can be easily prepared from a levoglucosenone as a starting material at a high yield.

Method of preparing (S)-.gamma.-hydroxymethyl-.alpha., .beta.-butenolide

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Tokyo, Japan

Yoshitake Naoi