29914-01-0

Usage

Uses

Used in Pharmaceutical Industry:
(+)-Ramulosin is used as an anti-cancer agent for its inhibitory effects against the growth of cancer cells. It has potential in the development of therapeutic agents for cancer treatment.
Used in Antioxidant Applications:
(+)-Ramulosin is used as an antioxidant for its ability to reduce oxidative stress and protect cells from damage, which may contribute to the prevention and treatment of various diseases associated with oxidative stress.

InChI:InChI=1/C10H14O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h6-7,12H,2-5H2,1H3

Upstream product

• 126784-47-2 8-hydroxy-3-methyl-3,4,4a,5-tetrahydro-1H-isochromen-1-one 
• 129156-59-8 (3R,4aR)-6,7-Dibromo-8-hydroxy-3-methyl-3,4,4a,5,6,7-hexahydro-isochromen-1-one 
• 104317-26-2 (R)-1-methyl-3,5-hexadienyl 4-oxo-2-pentenoate 
• 104317-23-9 (R)-4,6-heptadien-2-ol THP ether 
• 49636-38-6 (R)-4,6-heptadien-2-ol 
• 104331-44-4 (3R,4aS,8R,8aS)-(+)-8-acetoxy-3-methyl-3,4,4a,5,6,7,8,8a-octahydroisocoumarin 
• 104317-29-5 (3R,4aS,8R,8aS)-(+)-8-acetyl-3-methyl-3,4,4a,5,6,7,8,8a-octahydroisocoumarin 
• 126680-92-0 Carbonic acid methyl ester 1-methyl-2-((1S,5R)-3-oxo-5-trimethylsilanyl-cyclohexyl)-ethyl ester 
• 129156-57-6 ((7S,9R)-9-Trimethylsilanyl-1,4-dioxa-spiro[4.5]dec-7-yl)-acetaldehyde 
• 129156-58-7 (3S,5R)-3-(2-Hydroxy-propyl)-5-trimethylsilanyl-cyclohexanone 
• 126680-91-9 1-((7S,9R)-9-Trimethylsilanyl-1,4-dioxa-spiro[4.5]dec-7-yl)-propan-2-ol 
• 126680-93-1 (+)-8-Hydroxy-3-methyl-6-trimethylsilyl-3,4,4a,5,6,7-hexahydroisocoumarin 
• 126680-88-4 ((1R,5R)-3-Oxo-5-trimethylsilanyl-cyclohexyl)-acetic acid ethyl ester 
• 116215-94-2 (R)-(-)-5-trimethylsilyl-2-cyclohexenone 

Relevant academic research and scientific papers

Synthesis of (-)-mellein, (+)-ramulosin, and related natural products

(-)-Mellein, (+)-ramulosin, (-)-O-methylmellein, (-)-6-hydroxymellein, (-)-6-methoxymellein, and (+)-6-hydroxyramulosin were synthesized as optically active forms using one-pot esterification-Michael addition-aldol reaction of δ-hydroxy-α,β-unsaturated aldehyde and diketene as a key step.

A short asymmetric synthesis of both enantiomers of ramulosin and its analogues

(+)-Ramulosin, a metabolite of Pestalotia ramulosa, and its enantiomer have been synthesized in high enantiomeric purity (ee ≥ 98%) via Michael addition of metalated acetone SAMP-hydrazone (S)-1a to the acetal protected cyclic enoate 2 and subsequent dias

Diastereoselective 1,4-addition of various nucleophiles to 5-trimethylsilyl-2-cyclohexenone: Synthesis of (+)-ramulosin

Base catalyzed reaction of active methylene compounds or oxygen catalyzed reaction of trialkylboranes via radical pathway with 5-trimethylsilyl-2-cyclohexenone (1) gave the corresponding products with modest to high (3:2- 20:1) diastereopurities. High dia

A Facile Synthesis of (+)-Ramulosin

The title compound was synthesized from (R)-(-)-5-trimethylsilyl-2-cyclohexanone.

CHIRAL SYNTHESIS OF (R)-(-)-MELLEIN AND (3R,4aS)-(+)-RAMULOSIN

By employing an intramolecular Diels-Alder reaction as the key-step, (R)-(-)-mellein 1a (a metabolite of Aspergillus melleus) and (3R,4aS)-(+)-ramulosin 2 (a metabolite of Pestalotia ramulosa) were synthesised from ethyl(R)-3-hydroxybutanoate 3a.