(E)-23-ethylcholesta-5,22-dien-3β-ol

Base Information

• Chemical Name: (E)-23-ethylcholesta-5,22-dien-3β-ol
• CAS No.: 114174-10-6
• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.7
• Mol file: 114174-10-6.mol

Synonyms:(E)-23-ethylcholesta-5,22-dien-3β-ol

Chemical Property of (E)-23-ethylcholesta-5,22-dien-3β-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-23-ethylcholesta-5,22-dien-3β-ol

There total 1 articles about (E)-23-ethylcholesta-5,22-dien-3β-ol 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: 4.0%

(23S,24R,25R)-23-ethyl-24,26-cyclocholest-5-en-3β-ol (114174-00-4,114247-93-7,114247-94-8,114247-95-9) → Stigmasterol (83-48-7) + (E)-23-ethylcholesta-5,22-dien-3β-ol (114174-10-6) + (23S)-23-ethylcholesta-5,24-dien-3β-ol (114174-14-0) + (23S,24R)-23-ethyl-24-methyl-27-norcholesta-5,25-dien-3β-ol (74137-07-8,74958-10-4,74958-11-5,74958-12-6)

Guidance literature:

With lithium aluminium tetrahydride; trifluoroacetic acid; Yield given. Multistep reaction. Further byproducts given; 1.) benzene, room temp, 6 d; 2.) ether;

Reference yield:

(E)-23-ethylcholesta-5,22-dien-3β-ol (114174-10-6) → (23S,24R,25R)-23-ethyl-24,26-cyclocholest-5-en-3β-ol (114174-00-4,114247-93-7,114247-94-8,114247-95-9)

Guidance literature:

Multi-step reaction with 14 steps

1: pyridine / 24 h / Ambient temperature

2: potassium acetate / 3 h / Heating

3: ozone / CH₂Cl₂ / 0.08 h / -70 °C

4: 87 percent / toluene / 15 h / Heating

5: 100 percent / H₂ / Pd-C (10percent) / ethyl acetate / 2 h

6: 1.) LDA; / 1.) THF-10percent HMPA, -70 deg C, 30 min; 2.) -70 deg C, 10 min

7: 88 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

8: 92 percent / PCC / CH₂Cl₂ / 1 h

9: 94 percent / tetrahydrofuran / 1 h / 0 °C

10: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 7 h / Ambient temperature

11: 1.) lithium diphenylphosphide; 2.) MeI / 1.) THF, room temp., 10 h; 2.) room temp., 30 min

12: benzyltriethylammonium chloride (BTEAC), NaOH (50percent) / H₂O / 36 h / Ambient temperature

13: Li / liquid ammonia; diethyl ether / 5 h / -70 °C

14: toluene-p-sulphonic acid / dioxane; H₂O / 1 h / Heating

With sodium hydroxide; lithium aluminium tetrahydride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium acetate; lithium; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diphenylphosphide; lithium diisopropyl amide; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; toluene;

Reference yield:

(E)-23-ethylcholesta-5,22-dien-3β-ol (114174-10-6) → (23S,24S,25S)-23-ethyl-24,26-cyclocholest-5-en-3β-ol (114174-00-4,114247-93-7,114247-94-8,114247-95-9)

Guidance literature:

Multi-step reaction with 14 steps

1: pyridine / 24 h / Ambient temperature

2: potassium acetate / 3 h / Heating

3: ozone / CH₂Cl₂ / 0.08 h / -70 °C

4: 87 percent / toluene / 15 h / Heating

5: 100 percent / H₂ / Pd-C (10percent) / ethyl acetate / 2 h

6: 1.) LDA; / 1.) THF-10percent HMPA, -70 deg C, 30 min; 2.) -70 deg C, 10 min

7: 88 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

8: 92 percent / PCC / CH₂Cl₂ / 1 h

9: 94 percent / tetrahydrofuran / 1 h / 0 °C

10: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 7 h / Ambient temperature

11: 1.) lithium diphenylphosphide; 2.) MeI / 1.) THF, room temp., 10 h; 2.) room temp., 30 min

12: benzyltriethylammonium chloride (BTEAC), NaOH (50percent) / H₂O / 36 h / Ambient temperature

13: Li / liquid ammonia; diethyl ether / 5 h / -70 °C

14: toluene-p-sulphonic acid / dioxane; H₂O / 1 h / Heating

With sodium hydroxide; lithium aluminium tetrahydride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium acetate; lithium; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diphenylphosphide; lithium diisopropyl amide; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; toluene;

upstream raw materials:

(23S,24R,25R)-23-ethyl-24,26-cyclocholest-5-en-3β-ol

Downstream raw materials:

Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

(20S)-6β-methoxy-3α,5-cyclo-5α-pregnane-20-carbaldehyde

(23S,24R,25R)-23-ethyl-24,26-cyclocholest-5-en-3β-ol

(23S,24S,25S)-23-ethyl-24,26-cyclocholest-5-en-3β-ol