92593-91-4

Usage

InChI:InChI=1/C20H30O3/c1-13-6-5-7-16-19(13,3)10-8-14(2)20(16,4)11-9-15-12-17(21)23-18(15)22/h6,12,14,16,18,22H,5,7-11H2,1-4H3/t14-,16+,18-,19+,20?/m1/s1

Upstream product

• 38611-50-6 3-<2-<(4aR,5R,6R,8aR)-3,4,4a,5,6,7,8,8a-octahydro-1,5,6,8-tetramethyl-5-naphthyl>ethyl>furan 
• 41943-73-1 (±)-(4-(1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl)ethyl)furan-2(5H)-one 
• 213134-84-0 (4aα,6β,8aβ)-1-acetoxymethyl-5(R)-[2-(3-furanyl)ethyl]-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene 
• 213020-07-6 (4aα,6β,8aβ)-1-hydroxymethyl-5(R)-[2-(3-furanyl)ethyl]-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene 
• 213020-08-7 (4aα,6β,8aβ)-5(R)-[2-(3-furanyl)ethyl]-1,5,6,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene 
• 96888-30-1 (1S,2R,4aR,8aR)-(+)-4-(2-(1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)furan-2(5H)-one 
• 41943-73-1 (-)-(4-(1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl)ethyl)furan-2(5H)-one 
• 161006-54-8 (4aR,5R,6R,8aR)-3,4,4a,5,6,7-hexahydro-5,6,8a-trimethyl-5-(2'-triisopropylsiloxyethyl)naphthalene-1,8(2H,8aH)-dione ethylene ketal 
• 161006-57-1 (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal 

Relevant academic research and scientific papers

Constructing quaternary stereogenic centers using tertiary organocuprates and tertiary radicals. Total synthesis of trans -clerodane natural products

A new concise construction of trans-clerodane diterpenoids is reported in which oxacyclic and trans-hydronaphthalene fragments are coupled, and the critical C9-quaternary carbon stereocenter formed stereoselectively, by 1,6-addition of a tertiary cuprate or a tertiary carbon radical to β-vinylbutenolide. This strategy is specifically illustrated by total syntheses of (-)-solidagolactone (4), (-)-16-hydroxycleroda-3,13-dien-15,16-olide (5, PL3), and (-)-annonene (6).

HERBAL COMPOSITION

The present invention relates to a novel herbal composition comprising extract of leaves of Polyalthia longifolia and method of manufacture of said composition. The present invention relates to a herbal extract selectively comprising a compound 16- hydroxycleroda-3,13(14)-dien-15, 16-olide (compound 1), as a bioactive marker and optionally other active(s). The invention also discloses methods of administration of the said herbal composition for the treatment of various inflammatory disorders. Optionally the said extract may be combined with other bioactive substances to obtain a synergistic effect.

Synthesis of 16,18-dihydroxycleroda-3,13Z-dien-16,15-olide, (+)-16-hydroxycleroda-3,13Z-dien-16,15-olide, and (-)-hydroxyhalima-5(10),13-dien-16,15-olide from (+)-hardwickiic acid

Syntheses of three enantiomers of natural hydroxybutenolide diterpenes, 16,18-dihydroxycleroda-3,13Z-dien-16,15-olide (4), (+)-16-hydroxycleroda-3,13Z-dien-16,15-olide (5), and (-)-16-hydroxyhalima-5(1O),-13Z-dien-16,15-olide (6), via a furan photosensitized oxygenation reaction of (+)-hardwickiic acid (2), are described.

A total synthesis of an antibacterial clerodane, 16-hydroxycleroda-3,13(14)Z-dien-15,16-olide

The total synthesis of an antibacterial clerodane, 16-hydroxycleroda-3,13(14)Z-dien-15,16-olide, has been achieved and its absolute stereochemistry has been determined.

A Total Synthesis of Antibacterial Clerodane, 16-Hydroxycleroda-3,13(14)Z-dien-15,16-olide

The total synthesis of an antibacterial clerodane, 16-hydroxycleroda-3,13(14)Z-dien-15,16-olide, is described and its absolute stereochemistry has been determined.