146922-46-5

Basic information

• Product Name: 1,3-Oxathiolane-2-methanol,5-methoxy-(9CI)
• Synonyms: 1,3-Oxathiolane-2-methanol,5-methoxy-(9CI)
• CAS NO: 146922-46-5
• Molecular Formula: C5H10O3S
• Molecular Weight: 150.1961
• Product Categories: METHOXY
• Mol File: 146922-46-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Oxathiolane-2-methanol,5-methoxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Oxathiolane-2-methanol,5-methoxy-(9CI)(146922-46-5)
• EPA Substance Registry System: 1,3-Oxathiolane-2-methanol,5-methoxy-(9CI)(146922-46-5)

Safety Data

• Hazardous Substances Data: 146922-46-5(Hazardous Substances Data)

Usage

Class

Thioglycosides
Thioglycosides are a class of organic compounds that contain a glycosyl compound bonded to a sulfur atom.

Organic synthesis

Commonly used
The compound is frequently utilized in the synthesis of other organic compounds due to its unique structure and reactivity.

Medicinal chemistry

Potential biological and pharmacological activities
The compound has been studied for its potential applications in the development of drugs and other medicinal agents.

Anti-cancer properties

Studied for
Research has been conducted to explore the compound's potential as an anti-cancer agent.

Applications

Drug development and biomedical research
The compound's unique properties make it a valuable candidate for further research and development in the fields of drug development and biomedical research.

Registry number (9CI)

1,3-Oxathiolane-2-methanol,5-methoxy-
The 9CI registry number is a unique identifier assigned to the compound in chemical databases, which helps in its identification and classification.

Upstream product

• 1091585-27-1 C₁₆H₂₈O₅S 
• 528567-31-9 menthyl 5-hydroxy[1,3]oxathiolane-2-carboxylate 
• 1091585-26-0 C₁₅H₂₆O₄S 

Relevant articles and documents

Method for synthesizing lamivudine intermediate

The present invention discloses a synthetic method of lamivudine intermediate, the method comprises the following steps: a compound of formula V is obtained by methoxylation reaction of a compound of formula VI and a hydrochloric acid methanol solution; a compound of formula IV is obtained by reduction reaction of the compound of formula V and sodium borohydride in ethanol; a compound of formula III is obtained by esterification reaction of the compound of formula IV and chlorinated carbonate under the effect of an organic base for formation of bicyclic carboxylic ester; a compound of formula II is obtained by acylation reaction of the compound of formula III and acetic anhydride under the acid catalysis; a meso compound of the formula I' is obtained by glycosylation reaction of the compound of formula II and silane protected N4-acetamido cytosine under the Iodotrimethylsilane catalysis; and the lamivudine intermediate as shown in the formula I is obtained by recrystallization resolution of the meso compound of the formula I'. The method has the advantages of being simple in operation, low in cost, high in product purity, and the like.

Synthesis of oxathiolane imidazole nucleosides

Nucleosides have been of great interest since their strong antiviral activities were discovered. 1,3-Oxathiolane ring system has been known for many years, but it is in recent years that the ring has been used as the sugar ring in nucleoside analogs (Synthesis (1991) 1046; J. Am. Chem. Soc. 113 (1991) 9377; Tetrahedron Lett. 35 (1994) 4739). Besides, bredinin is a natural nucleoside antibiotic with imidazole moiety and there are some other studies reported on nucleosides with the imidazole group (Biorg. Med. Chem. 7 (1999) 481; Biorg. Med. Chem. 7 (1999) 1617; Nucleosides Nucleotides 18 (1999) 331). These findings make the imidazole group interesting as the base of a nucleoside. In this study, in order to find out the structure-activity relationships of L-oxathiolanyl nucleosides, L-oxathiolanyl imidazole nucleosides 7 and 8 were synthesized, via novel intermediates 2-6, which were then tested for anti-HIV activity (Antivir. Res. 1-11 (1994) 25) in human peripheral blood mononuclear (PBM) cells, the synthesized nucleosides did not show significant activity up to 100 μM against HIV-1.