1β-Hydroxy-β-eudesMol

Base Information

• Chemical Name: 1β-Hydroxy-β-eudesMol
• CAS No.: 83217-89-4
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• Mol file: 83217-89-4.mol

Synonyms:1β-Hydroxy-β-eudesMol;(2R,4aR,5R,8aS)-Decahydro-5-hydroxy-alpha,alpha,4a-trimethyl-8-methylene-2-naphthalenemethanol

Chemical Property of 1β-Hydroxy-β-eudesMol

Chemical Property:

• Melting Point: 152℃
• PSA: 40.46000
• LogP: 2.89080

Purity/Quality:

99% ^*data from raw suppliers

1β-Hydroxy-β-eudesmol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1β-Hydroxy-β-eudesMol

There total 12 articles about 1β-Hydroxy-β-eudesMol 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:

1β-acetoxy-4(15)-eudesmen-11-ol → 4(15)-eudesmene-1β,11-diol (83217-89-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 25 ℃; for 16h;

DOI:10.1016/0031-9422(95)00013-W

Reference yield:

(S)-isopiperitenone (16750-82-6) → 4(15)-eudesmene-1β,11-diol (83217-89-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 94 percent / 80percent m-chloroperbenzoic acid / CHCl₃ / 6 h / Ambient temperature

2: 1.) LiAlH₄, 2.) 10percent aq. NaOH / 1.) ether, 16h, RT, 2.) RT, 7h

3: 58 percent / pyridinium dichromate / CH₂Cl₂ / 8 h / Ambient temperature

4: pentane / 8 h / Ambient temperature; Irradiation

5: 1.) LiAlH₄, 2.) 2N HCl / 1.) ether, 8h, RT, 2.) 8h, RT

6: 94 percent / methanol / 24 h / Ambient temperature

7: 62 percent / Florisil (60-100 mesh) / ethyl acetate / 20 h / 80 °C

8: 100 percent / sodium borohydride / aq. ethanol / 0.42 h / -45 °C

9: 96 percent / H₂ / 10percent Pd-C / methanol / 1 h / 760 Torr / Ambient temperature

10: 1.) 60percent sodium hydride / 1.) DMSO, RT, 30 min, 2.) 65 deg C, DMSO, 1.5h then 30 deg C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; Florisil; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; ethyl acetate; pentane;

DOI:10.1016/S0040-4020(01)87735-8

Reference yield:

6-(1'-hydroxyisopropyl)-3-methyl-2-cyclohexenol (6252-34-2,71697-78-4,87859-09-4,87859-10-7,95723-03-8,119678-32-9,119678-33-0,119678-35-2,119678-38-5) → 4(15)-eudesmene-1β,11-diol (83217-89-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 58 percent / pyridinium dichromate / CH₂Cl₂ / 8 h / Ambient temperature

2: pentane / 8 h / Ambient temperature; Irradiation

3: 1.) LiAlH₄, 2.) 2N HCl / 1.) ether, 8h, RT, 2.) 8h, RT

4: 94 percent / methanol / 24 h / Ambient temperature

5: 62 percent / Florisil (60-100 mesh) / ethyl acetate / 20 h / 80 °C

6: 100 percent / sodium borohydride / aq. ethanol / 0.42 h / -45 °C

7: 96 percent / H₂ / 10percent Pd-C / methanol / 1 h / 760 Torr / Ambient temperature

8: 1.) 60percent sodium hydride / 1.) DMSO, RT, 30 min, 2.) 65 deg C, DMSO, 1.5h then 30 deg C

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; Florisil; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; pentane;

DOI:10.1016/S0040-4020(01)87735-8

upstream raw materials:

Methyltriphenylphosphonium bromide

(S)-isopiperitenone

6-(1'-hydroxyisopropyl)-3-methyl-2-cyclohexenol

7β-(1-hydroxy-1-methylethyl)-1β-hydroxy-10β-methylbicyclo<4.4.0>dec-5-en-4-one

Refernces

• 1、 Anglea, Timothy A.,Pinder, A. Reginald. "Total Synthesis of (+)-Balanitol and of (+)-Selin-4-(15)-ene-1β,11-diol". . p. 5537 - 5544. Retrieved 2007/10/02.