Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester
• CAS No.: 104959-02-6
• Molecular Formula: C₃₆H₅₄O₄S
• Molecular Weight: 582.888

Synonyms:

Chemical Property of Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester

There total 7 articles about Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl 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: 85.0%

(R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptan-1-ol (104959-01-5,105226-49-1,105226-50-4) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester (104959-02-6,105226-51-5,105226-52-6)

Guidance literature:

With pyridine; for 21h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87638-9

Reference yield:

6β-methoxy-3α,5-cyclo-5α-23,24-dinorcholan-22-iodide (51231-25-5) → Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester (104959-02-6,105226-51-5,105226-52-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaOH, n-butyllithium / 1.) paraffine oil/THF, 0 deg C, 10 min, 2.) THF, RT, 2 h

2: 97 percent / potassium t-butoxide / tetrahydrofuran / 24 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 1.5 h

4: imidazole / dimethylformamide / 3 h / Ambient temperature

5: pyridinium dichromate / dimethylformamide / 6.5 h

6: 1.) n-butyllithium, 3.) tetrabutylammonium fluoride

7: 85 percent / pyridine / 21 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; potassium tert-butylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)87638-9

Reference yield:

(R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-heptane-1,3-diol (104958-98-7) → Toluene-4-sulfonic acid (R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptyl ester (104959-02-6,105226-51-5,105226-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 3 h / Ambient temperature

2: pyridinium dichromate / dimethylformamide / 6.5 h

3: 1.) n-butyllithium, 3.) tetrabutylammonium fluoride

4: 85 percent / pyridine / 21 h / Ambient temperature

With pyridine; 1H-imidazole; dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)87638-9

upstream raw materials:

(R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-3-methylene-heptan-1-ol

p-toluenesulfonyl chloride

6β-methoxy-3α,5-cyclo-5α-23,24-dinorcholan-22-iodide

(R)-6-((1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-methyl-heptane-1,3-diol

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