methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-9-(propanoyloxy)dodecahydro-2H-benzo[f]isochromene-7-carboxylate

Base Information

• Chemical Name: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-9-(propanoyloxy)dodecahydro-2H-benzo[f]isochromene-7-carboxylate
• CAS No.: 689295-71-4
• Molecular Formula: C24H30O8
• Molecular Weight: 446.4902
• Mol file: 689295-71-4.mol

Synonyms:divinorinyl-2-propionate;divinorin propionate;salvinorin propionate;salvinorin-2-propionate;

Chemical Property of methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-9-(propanoyloxy)dodecahydro-2H-benzo[f]isochromene-7-carboxylate

Chemical Property:

• Vapor Pressure: 3.73E-13mmHg at 25°C
• Boiling Point: 573.4°C at 760 mmHg
• Flash Point: 300.6°C
• PSA: 109.11000
• Density: 1.26g/cm³
• LogP: 3.39020

Purity/Quality:

99% ^*data from raw suppliers

Salvinorin A Propionate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Salvinorin A propionate is a selective partial agonist at κ1-opioid receptors (KOR) with a Ki value of 32.6 nM. It inhibits adenylate cyclase (EC50 = 4.7 nM) in HEK293 cells transfected with human KOR. It is selective for KORs over μ, δ, and ORL-1 opioid receptors and has no effect at serotonin, dopamine, muscarinic, or adrenergic receptors. In mice, salvinorin A propionate (13 μg, i.c.v.) reduces nociceptive responses in a radiant heat tail-flick assay, though not as potently as salvinorin A .

Technology Process of methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-9-(propanoyloxy)dodecahydro-2H-benzo[f]isochromene-7-carboxylate

There total 5 articles about methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-9-(propanoyloxy)dodecahydro-2H-benzo[f]isochromene-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.5%

propionyl chloride (79-03-8) + salvinorin B (92545-30-7) → Salvinorinyl-2-propionate (689295-71-4)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1124/jpet.103.059394

Reference yield: 78.0%

salvinorin B (92545-30-7) + propionic acid anhydride (123-62-6) → Salvinorinyl-2-propionate (689295-71-4)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1021/jm048963m

Reference yield: 61.0%

salvinorin B + propionyl chloride (79-03-8) → 2-propionyl salvinorin B (689295-71-4)

Guidance literature:

With pyridine; at 20 ℃; for 0.0833333h;

upstream raw materials:

propionyl chloride

salvinorin B

propionic acid anhydride

salvinorin A