6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone

Base Information

• Chemical Name: 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone
• CAS No.: 84077-49-6
• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.456
• Mol file: 84077-49-6.mol

Synonyms:

Chemical Property of 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone

There total 33 articles about 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone 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:

3-((3aS,6aS,7S,10aR)-7,8-Dimethyl-3,3a,4,5,6,6a,7,10-octahydro-2-oxa-cyclopenta[d]naphthalen-7-yl)-propionic acid → 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone (84077-49-6)

Guidance literature:

Multi-step reaction with 11 steps

2: 60 percent / CrO₃ / acetic acid

3: H₂ / Pd/C

5: 66 percent / pyridine hydrobromide / Heating

7: KOH, (COCl)2

8: 2.) H₂O, SO₂

9: TsOH / various solvent(s)

10: LAH

With chromium(VI) oxide; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; sulfur dioxide; water; hydrogen; Pyridine hydrobromide; toluene-4-sulfonic acid; palladium on activated charcoal; In acetic acid;

DOI:10.1016/S0040-4039(00)87632-7

Reference yield:

3-((3aS,6aS,7S,10aR)-7,8-Dimethyl-3,3a,4,5,6,6a,7,10-octahydro-2-oxa-cyclopenta[d]naphthalen-7-yl)-propionic acid methyl ester (84077-40-7) → 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone (84077-49-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 60 percent / CrO₃ / acetic acid

2: H₂ / Pd/C

4: 66 percent / pyridine hydrobromide / Heating

6: KOH, (COCl)2

7: 2.) H₂O, SO₂

8: TsOH / various solvent(s)

9: LAH

With chromium(VI) oxide; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; sulfur dioxide; water; hydrogen; Pyridine hydrobromide; toluene-4-sulfonic acid; palladium on activated charcoal; In acetic acid;

DOI:10.1016/S0040-4039(00)87632-7

Reference yield:

3-((3aS,6aS,7S,10aS)-7,8-Dimethyl-10-oxo-3,3a,4,5,6,6a,7,10-octahydro-2-oxa-cyclopenta[d]naphthalen-7-yl)-propionic acid methyl ester (84077-41-8) → 6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone (84077-49-6)

Guidance literature:

Multi-step reaction with 9 steps

1: H₂ / Pd/C

3: 66 percent / pyridine hydrobromide / Heating

5: KOH, (COCl)2

6: 2.) H₂O, SO₂

7: TsOH / various solvent(s)

8: LAH

With potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; sulfur dioxide; water; hydrogen; Pyridine hydrobromide; toluene-4-sulfonic acid; palladium on activated charcoal; In various solvent(s);

DOI:10.1016/S0040-4039(00)87632-7

upstream raw materials:

Bestmann ylide

1-Hydroxy-4-((1S,2R,4S,4aR,8aR)-4-hydroxy-4a-hydroxymethyl-1,2-dimethyl-5-methylene-decahydro-naphthalen-1-yl)-butan-2-one

(6α,18-dihydroxy)acetonide-12-phenylsulphonylcleroda-4,13(14)-dieno-16,15-lactone

2-methylbut-2-enal

Downstream raw materials:

ajugarin I

4-epi-ajugarin I

ajugarin I