5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid

Base Information

• Chemical Name: 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid
• CAS No.: 1757-07-9
• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.494

Synonyms:

Chemical Property of 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid

There total 13 articles about 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid 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:

ethyl 2-((1S*,2S*)-2-phenylcyclohexyl)acetate → 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid (1757-07-9)

Guidance literature:

Multi-step reaction with 11 steps

1: H₂ / copper chromite / 210 - 230 °C / 190000 Torr

2: aq. HBr, H₂SO₄ / Heating

3: NaOEt / ethanol / Heating

4: (i) KOH, aq. EtOH, (heating), (ii) (heating)

5: H₂SO₄

6: LiAlH₄ / diethyl ether / Heating

7: aq. HBr, H₂SO₄ / Heating

8: (i) aq. EtOH, (ii) /BRN= 1098229/, HCl

9: AlCl₃

10: (i) N₂H₄*H₂O, KOH, (ii) /BRN= 1098229/, H₂SO₄

11: KOH

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sulfuric acid; hydrogen bromide; hydrogen; sodium ethanolate; copper chromite; In diethyl ether; ethanol;

DOI:10.1021/jo01327a027

Reference yield:

2-(2-Phenylcyclohexyl)-ethanol (343318-11-6) → 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid (1757-07-9)

Guidance literature:

Multi-step reaction with 10 steps

1: aq. HBr, H₂SO₄ / Heating

2: NaOEt / ethanol / Heating

3: (i) KOH, aq. EtOH, (heating), (ii) (heating)

4: H₂SO₄

5: LiAlH₄ / diethyl ether / Heating

6: aq. HBr, H₂SO₄ / Heating

7: (i) aq. EtOH, (ii) /BRN= 1098229/, HCl

8: AlCl₃

9: (i) N₂H₄*H₂O, KOH, (ii) /BRN= 1098229/, H₂SO₄

10: KOH

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sulfuric acid; hydrogen bromide; sodium ethanolate; In diethyl ether; ethanol;

DOI:10.1021/jo01327a027

Reference yield:

γ-(2-Phenylcyclohexyl)-buttersaeure (69597-27-9) → 5-{2-[4-(4-Carboxy-butyl)-phenyl]-cyclohexyl}-pentanoic acid (1757-07-9)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂SO₄

2: LiAlH₄ / diethyl ether / Heating

3: aq. HBr, H₂SO₄ / Heating

4: (i) aq. EtOH, (ii) /BRN= 1098229/, HCl

5: AlCl₃

6: (i) N₂H₄*H₂O, KOH, (ii) /BRN= 1098229/, H₂SO₄

7: KOH

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sulfuric acid; hydrogen bromide; In diethyl ether;

DOI:10.1021/jo01327a027

upstream raw materials:

5-{2-[4-(4-Methoxycarbonyl-butyl)-phenyl]-cyclohexyl}-pentanoic acid methyl ester

methyl 4-(chlorocarbonyl)butyrate

5-{4-[2-(4-Methoxycarbonyl-butyl)-cyclohexyl]-phenyl}-5-oxo-pentanoic acid methyl ester

2-(2-Phenylcyclohexyl)-ethanol

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