Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester

Base Information

• Chemical Name: Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester
• CAS No.: 81245-09-2
• Molecular Formula: C₃₀H₄₃F₃O₄
• Molecular Weight: 524.664
• Mol file: 81245-09-2.mol

Synonyms:

Chemical Property of Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester

There total 6 articles about Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester 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:

(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1,1-difluoro-heptan-2-ol (81239-88-5) → Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester (81245-09-2)

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) NBS 2.) s-collidine / 1.) CCl₄, reflux, 15 min. 2.) xylene, reflux, 10 min.

3: p-TsOH / acetone / 12 h

4: ethanol; benzene / 1 h / Heating; Irradiation

With 2,4,6-trimethyl-pyridine; N-Bromosuccinimide; toluene-4-sulfonic acid; In ethanol; acetone; benzene;

DOI:10.1016/S0040-4039(01)82942-7

Reference yield:

Acetic acid (R)-5-((3S,8S,9S,10R,13R,14S,17R)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-trifluoromethyl-hexyl ester (81239-90-9) → Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester (81245-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NBS 2.) s-collidine / 1.) CCl₄, reflux, 15 min. 2.) xylene, reflux, 10 min.

2: p-TsOH / acetone / 12 h

3: ethanol; benzene / 1 h / Heating; Irradiation

With 2,4,6-trimethyl-pyridine; N-Bromosuccinimide; toluene-4-sulfonic acid; In ethanol; acetone; benzene;

DOI:10.1016/S0040-4039(01)82942-7

Reference yield:

(R)-3-Benzenesulfonyl-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1,1,1-trifluoro-heptan-2-one (81239-84-1) → Acetic acid (R)-5-{(1R,3aS,7aR)-4-[2-[(S)-5-acetoxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-1-trifluoromethyl-hexyl ester (81245-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Al-Hg 2.) NaBH₄ / 1.) aq. THF, reflux, 45 min 2.) THF, EtOH, room temp., 20 min

3: 1.) NBS 2.) s-collidine / 1.) CCl₄, reflux, 15 min. 2.) xylene, reflux, 10 min.

4: p-TsOH / acetone / 12 h

5: ethanol; benzene / 1 h / Heating; Irradiation

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; N-Bromosuccinimide; aluminium amalgam; toluene-4-sulfonic acid; In ethanol; acetone; benzene;

DOI:10.1016/S0040-4039(01)82942-7

upstream raw materials:

Acetic acid (R)-5-((3S,9S,10R,13R,14R,17R)-3-acetoxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-trifluoromethyl-hexyl ester

(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1,1-difluoro-heptan-2-ol

Acetic acid (R)-5-((3S,8S,9S,10R,13R,14S,17R)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-trifluoromethyl-hexyl ester

Acetic acid (R)-5-((3S,8S,9S,10R,13R,14S,17R)-3-acetoxy-10,13-dimethyl-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-trifluoromethyl-hexyl ester

Downstream raw materials:

27-nor-26,26,26-trifluoro-25-hydroxyvitamin D₃