<<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid

Base Information

• Chemical Name: <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid
• CAS No.: 101691-70-7
• Molecular Formula: C₂₄H₃₄O₄
• Molecular Weight: 386.532
• Mol file: 101691-70-7.mol

Synonyms:<<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid

Chemical Property of <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid

There total 26 articles about <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic 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: 70.0%

<<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(S)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetonitrile (101691-77-4) → <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid (101691-70-7)

Guidance literature:

With potassium hydroxide; In methanol; at 90 ℃; for 5h;

DOI:10.1021/jo00234a016

Reference yield:

1-bromo-4-cyclohexylbutane (60439-16-9) → <<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(R)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetic acid (101691-70-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 81 percent / n-butyllithium / tetrahydrofuran; hexane / 5 h / 20 - 60 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C to 0 deg C, 3 h

3: H₂ / 10percent Pd/C / ethanol / 46 h / 2585.7 Torr / Ambient temperature

4: 93 percent / aq. sodium hydride, sodium borohydride / ethanol; CH₂Cl₂ / 2 h / -10 °C

5: 40 percent / triethylamine / toluene / 0.42 h

6: 100 percent / lithium aluminium hydride / tetrahydrofuran / 4 h / 60 - 65 °C

7: 94.5 percent / diphenylphosphine, n-butyllithium / tetrahydrofuran; hexane / 25 h / 70 °C

8: 89 percent / K₂CO₃ / acetone / 24 h / 65 °C

9: 70 percent / 25percent aq. KOH / methanol / 5 h / 90 °C

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; hydrogen; sodium hydride; potassium carbonate; triethylamine; diphenylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; toluene;

DOI:10.1021/jo00234a016

Reference yield:

1-bromo-4-cyclohexylbutane (60439-16-9) → <<(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1H-benzinden-5-yl>oxy>acetic acid (101691-70-7,111137-57-6,111186-53-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 81 percent / n-butyllithium / tetrahydrofuran; hexane / 5 h / 20 - 60 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C to 0 deg C, 3 h

3: H₂ / 10percent Pd/C / ethanol / 46 h / 2585.7 Torr / Ambient temperature

4: 93 percent / aq. sodium hydride, sodium borohydride / ethanol; CH₂Cl₂ / 2 h / -10 °C

5: 95 percent / diphenylphosphine, n-butyllithium / tetrahydrofuran; hexane / 25 h / 70 °C

6: 99 percent / K₂CO₃ / acetone / 24 h / 65 °C

7: 305 mg / 25percent aq. KOH / methanol / 5 h / 90 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen; sodium hydride; potassium carbonate; diphenylphosphane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone;

DOI:10.1021/jo00234a016

upstream raw materials:

<<1(R)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-2(S)-hydroxy-(3aS,9aS)-1H-benzinden-5-yl>oxy>acetonitrile

4-cyclohexylbutan-1-ol

1-bromo-4-cyclohexylbutane

diethyl (4-cyclohexylbutyl)phosphonate