126924-22-9

Upstream product

• 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 
• 542-92-7 cyclopenta-1,3-diene 
• 10606-72-1 (R)-mandelic acid ethyl ester 
• 4358-87-6 (RS)-methyl mandelate 
• 2292-53-7 (RS)-2-hydroxy-2-phenylacetohydroxamic acid 
• 126924-19-4 (2R)-(-)-2-hydroxy-2-phenylacetohydroxamic acid 

Downstream Products

• 1110772-05-8 (1R,3S)-3-aminocyclopentan-1-ol 
• 1279032-31-3 (1R,3S)-3-amino-1-cyclopentanol hydrochloride 
• 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 
• 167465-99-8 (1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester 
• 1092658-92-8 (R)-2-hydroxy-N-((1R,4S)-4-hydroxycyclopent-2-enyl)-2-phenylacetamide 
• 172476-78-7 (R)-2,N-Dihydroxy-N-((1R,2S)-2-hydroxy-cyclopent-3-enyl)-2-phenyl-acetamide 

Relevant academic research and scientific papers

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-

Preparation method of (1R,3S)-3-amino-1-cyclopentanol and salt thereof

The invention discloses a preparation method of (1R,3S)-3-amino-1-cyclopentanol and a salt thereof, and relates to the field of organic synthesis. In the method, a chiral source in an N-Acyl hydroxylamine compound is used as chiral induction, and an asymm

Preparation method of (1R, 3S)-3-amino-1-cyclopentanol hydrochloride

The invention provides a preparation method of (1R, 3S)-3-amino-1-cyclopentanol hydrochloride. A target compound is synthesized through a chiral induction method, and specifically, cheap chiral hydroxy acid is used as a raw material and reacted with hydro

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.

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.

Stereoselective cycloadditions of chiral acyl-nitroso compounds; hydrolytic reactions of a clyclopentadiene adduct

Treatment of the adduct between the acyl nitroso intermediate derived from (R)-α-hydroxyphenylacetohydroxamic acid and cyclopentadiene, 1, with dilute aqueous acid provides a high yield of the cyclopentene 2 hydrochloride, suitable for further, synthetica

Asymmetric Induction in the Diels-Alder Reactions of α-Hydroxy Acyl Nitrones

The hydroxamic acids 7, derived from a series of α-hydroxy acids 5, have been oxidised with periodate to form transient, chiral acyl nitroso compounds 8, which were trapped in situ with cyclopentadiene and cyclohex-1,3-diene to give mixtures of diastereoi

ASYMMETRIC INDUCTION IN THE DIELS-ALDER REACTIONS OF α-HYDROXYACYLNITROSO COMPOUNDS

Transient, chiral α-hydroxyacylnitroso compounds (2), able to form intramolecular hydrogen bonds, react stereoselectively with cyclopentadiene and cyclohexa-1,3-diene; the cycloadduct (6) of the latter diene and the nitroso derivative of (S)-mandelic acid