60562-11-0

Usage

Uses

Used in Pharmaceutical Applications:
Methyl 5-[(1S,2S,5R)-7-oxo-3-thia-6,8-diazabicyclo[3.3.0]oct-2-yl]pentanoate is used as a potential pharmaceutical agent for its unique molecular structure, which may offer specific therapeutic benefits. Its complex bicyclic framework could interact with biological targets in novel ways, leading to the development of new drugs or drug candidates.
Used in Chemical Research:
In the field of chemical research, methyl 5-[(1S,2S,5R)-7-oxo-3-thia-6,8-diazabicyclo[3.3.0]oct-2-yl]pentanoate serves as a subject for studying the synthesis and properties of complex organic molecules. Its unique structure may provide insights into new synthetic pathways, reaction mechanisms, and the development of innovative chemical methodologies.
Used in Industrial Applications:
While specific industrial applications have not been detailed, the unique molecular structure of methyl 5-[(1S,2S,5R)-7-oxo-3-thia-6,8-diazabicyclo[3.3.0]oct-2-yl]pentanoate could be leveraged in various industries. For instance, it may find use in the development of new materials with specific properties, such as enhanced stability or reactivity, depending on its chemical behavior and interactions with other compounds.

Upstream product

• 412319-73-4 2-(4-methoxy-butyl)-tetrahydro-thiophene-3,4-dicarboxylic acid diethyl ester 
• 65178-55-4 5-(2-oxo-1,3-dipropenyl-(3ar,6ac)-hexahydro-thieno[3,4-d]imidazol-4t-yl)-pentanoic acid methyl ester 
• 58522-80-8 2-oxo-2,3-dihydro-4-(δ-methoxycarbonylbutyl)-1H-thieno<3,4-d>imidazole 
• 67-56-1 methanol 
• 75-44-5 phosgene 
• 59851-23-9 all-cis-3-(aminocarbomethoxy)-2,3,3a,6,7,8,9,9a-octahydro-5-oxo-4H-thieno<3,2-b>azocine (Z) 
• 497820-63-0 allo-3,4-di(methoxycarbonylamino)-2-(δ-methoxycarbonylbutyl)thiophane 
• 78757-38-7 cis-3,4-di(methoxycarbonylamino)-2-(δ-methoxycarbonylbutyl)thiophane 
• 186581-53-3 diazomethane 
• 58-85-5 (+/-)-biotin 
• 27051-47-4 ethyl ester of N,N'-diacetyl-α-keto-α'-acetylthiodehydrodesthiobiotin 
• 87093-60-5 (R)-6-Hydroxy-6-((4S,5R)-5-hydroxymethyl-2-oxo-imidazolidin-4-yl)-hexanenitrile 
• 56198-37-9 5-iodovaleric acid tert-butyl ester 
• 56198-34-6 (3aα,6aα)-1,3-dibenzylhexahydro-1H-thieno<3,4-d>imidazol-2(3H)-one 

Downstream Products

• 78757-38-7 cis-3,4-di(methoxycarbonylamino)-2-(δ-methoxycarbonylbutyl)thiophane 
• 58-85-5 (+/-)-biotin 

Relevant academic research and scientific papers

A total synthesis of (+/-)-biotin

A total synthesis of (+/-)-biotin 1 based on the photochemical cycloaddition raection of 1,3-diacetylimidazolin-2-one 2 with 3,4-dihydro-2-methoxy-2H-pyran 3 is described.The photoadduct 4 was converted into the lactone 6, which bears the complete carbon framework and all the requisite stereochemical features, via hydrolysis, Wittig olefination, and catalytic hydrogenation to the cyclobutanol 5 followed by oxidative rearrangement.Subsequent conversion of the lactone to (+/-)-biotin followed from literature precedent (5).

SYNTHESIS OF (+-)-BIOTIN FROM A SUBSTITUTED 2,3-DEHYDROTHIOPHANE

(+-)-Biotin has been synthesized from a mixture of cis- and allo-trisubstituted dehydrothiophanes by a scheme providing for the easy elimination of the accompanying allo-substituted thiophane in the form of an intermediate and not as the final isomeric allo-biotin.The imidazoline ring of biotin is formed from a dialkoxycarbonyldiaminothiophane under the conditions of partial hydrolysis of one of the protective groups with the elimination of phosgene from the scheme of synthesis.

Olefinic Nitrone and Nitrile Oxide Cycloadditions. A Short Stereospecific Synthesis of Biotin from Cycloheptene

A novel synthesis of biotine (6) from cycloheptene (4) via the key amino alcohol 5 is described.The synthetic scheme is based upon an intramolecular nitrone-olefin cycloaddition of the reactive intermediate 13, generated in situ from the aldehyde