(+)-epijuvabione

Base Information

• Chemical Name: (+)-epijuvabione
• CAS No.: 26575-87-1
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.381
• Mol file: 26575-87-1.mol

Synonyms:(+)-epijuvabione

Chemical Property of (+)-epijuvabione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-epijuvabione

There total 70 articles about (+)-epijuvabione 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: 82.0%

(R)-4-[(S)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester (237736-50-4) → (+)-epijuvabione (26575-87-1)

Guidance literature:

With trifluoroacetic acid; In chloroform;

DOI:10.1016/S0040-4039(99)00713-3

Reference yield:

methanol (67-56-1) + (R)-4-(1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde (26462-78-2,26666-85-3,42719-55-1,51619-87-5,51619-88-6) → Juvabion (16981-74-1,17015-46-2,17904-27-7,19908-46-4,26462-72-6,26462-74-8,26575-87-1,82079-49-0,82079-50-3,120019-21-8)

Guidance literature:

With manganese(IV) oxide; sodium cyanide; acetic acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)91276-0

Reference yield:

(1S,5S,6R)-5-Methyl-2-oxa-bicyclo[4.2.1]nonan-3-one → (+)-epijuvabione (26575-87-1)

Guidance literature:

Multi-step reaction with 11 steps

1: Me₃Al / CH₂Cl₂

2: tetrahydrofuran

3: pTsOH / benzene / Heating

4: pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂

6: H₂ / 10 percent Pd/C / ethyl acetate

7: NaH / tetrahydrofuran

8: 68 percent / NaBH₄ / methanol

9: Et₃N / CH₂Cl₂

10: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH₂Cl₂

11: 82 percent / aq. CF₃CO₂H / CHCl₃

With sodium tetrahydroborate; hydrogen; trimethylaluminum; sodium acetate; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate; benzene;

DOI:10.1016/S0040-4039(99)00713-3

upstream raw materials:

methanol

(R)-4-(1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde

4-[(R)-4-(5,5-Dimethyl-[1,3]dioxan-2-yl)-cyclohex-3-enyl]-2-isobutyl-2-methylsulfanyl-pentanoic acid

diazomethane

Downstream raw materials:

(+)-Epitodomatuic acid

Epijuvabiol

(+)-isoepijuvabiol

(+/-)-Epitodomatusaeure