126924-22-9

Basic information

• Product Name: (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene
• Synonyms: (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene
• CAS NO: 126924-22-9
• Molecular Weight: 231.251
• Mol File: 126924-22-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene(126924-22-9)
• EPA Substance Registry System: (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene(126924-22-9)

Safety Data

• Hazardous Substances Data: 126924-22-9(Hazardous Substances Data)

Upstream product

• 2292-53-7 (RS)-2-hydroxy-2-phenylacetohydroxamic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 4358-87-6 (RS)-methyl mandelate 
• 126924-19-4 (2R)-(-)-2-hydroxy-2-phenylacetohydroxamic acid 
• 1415265-21-2 (1S,4R)-2-oxa-3aza-bicyclo[2,2,1]hept-5-ene hydrochloride 
• 611-71-2 (R)-Mandelic Acid 
• 124097-40-1 (2S)-(+)-2-hydroxy-2-phenylacetohydroxamic acid 
• 10606-72-1 (R)-mandelic acid ethyl ester 

Downstream Products

• 1092658-92-8 (R)-2-hydroxy-N-((1R,4S)-4-hydroxycyclopent-2-enyl)-2-phenylacetamide 
• 1110772-05-8 (1R,3S)-3-aminocyclopentan-1-ol 
• 1279032-31-3 (1R,3S)-3-amino-1-cyclopentanol hydrochloride 
• 167465-99-8 (1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester 
• 172476-78-7 (R)-2,N-Dihydroxy-N-((1R,2S)-2-hydroxy-cyclopent-3-enyl)-2-phenyl-acetamide 
• 172476-76-5 1-(1S,4R)-2-Oxa-3-aza-bicyclo[2.2.1]hept-5-en-3-yl-2-phenyl-ethane-1,2-dione 

Relevant articles and documents

Preparation method (1R,3S)-3- amino cyclopentanol chiral acid salt (by machine translation)

The invention discloses a preparation method (1R,3S) - 3 - of, amino cyclopentanol chiral acid salt, wherein the (1R,3S) - 3 - amino cyclopentanol chiral acid salt is a compound, of formula I and comprises a step e or step d-e or step c-d-e or step a-b-c-

A (1 R, 3 S) -3 - amino-cyclopentanol hydrochloride preparation method (by machine translation)

The invention discloses a (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride of the preparation method, the method using chiral carboxylic acid with hydroxylamine to form the amide as chiral source, in copper catalyzed oxidation in the reaction system to rapidly obtain a chiral Diels - alder reaction product, after passes through the reduction reaction and alkaline deprotection reaction, and acidified after reaction to obtain the target product. Chiral inducing reagent chiral carboxylic acid by simple acidification, extraction processing can be reclaimed and reused. This kind of (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride preparation method has high operation safety and high selectivity, raw materials are easy, and the cost is low, the reaction time is short and simple process flow and the like. (by machine translation)

Chiral Diels-Alder reaction between cyclopentadiene and nitroso derivatives: Thermal isomerisation/racemisation of the adducts

Cyclopentadiene nitroso adducts 1a and ent-1a were synthesised in good yields and good enantiomeric excess from chiral chloro-nitroso derivatives 4 and 5 in the d-mannose and d-ribose series, respectively. The thermal racemisation of these adducts occurred below room temperature. Some other chiral Diels-Alder nitroso adducts were prepared in the d-mandelic, l-prolinol and d-O-methylprolinol series and their thermal isomerisation was specified according to the N-substitution. A simple synthesis of the chiral amido-cyclopentenol (+)-2b, an important precursor for biological interesting compounds, is presented from ent-1a.