(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Base Information

Chemical Name:(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol
CAS No.:100928-12-9
Molecular Formula:C₂₈H₄₄O₃
Molecular Weight:428.656
Hs Code.:

Synonyms:(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Suppliers and Price of (R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

There total 17 articles about (R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol 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: 81.0%

: 100928-11-8
25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

: 100928-12-9
(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 3h; Ambient temperature;
DOI:10.1021/jo00358a019

Reference yield:

: 84985-78-4
(4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol

: 100928-12-9
(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Guidance literature:: Multi-step reaction with 12 steps

1: 83.3 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

2: 1.) Pb(OAc)4, 2.) NaAlH₂(OCH₂CH₂OCH₃)2 / 1.) CH₂Cl₂, -15 deg C, 15 min, 2.) toluene, RT, 2 h

3: 93 percent / imidazole / CH₂Cl₂; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h

4: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, pyridine, CH₂Cl₂, -78 deg C, 1 h, 2.) RT, 12 h

5: 95 percent / pyridine / 2 h / 0 °C

6: 94 percent / NaI / acetone / 15 h / Heating

7: 1.) t-BuLi, CuC₂C(CH₃)2OCH₃ / 1.) pentane, -80 deg C, 2.5 h, 2.) Et₂O, -80 deg C, 15 min

8: 48percent aq. HF / acetonitrile / 3 h

9: 80 percent / p-toluenesulfonic acid / 24 h / Ambient temperature

10: 90 percent / pyridinium dichromate, pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h / Ambient temperature

11: 1.) n-BuLi / 1.) hexane, THF, -70 deg C, 30 min, 2.) THF, -70 deg C, 1 h

12: 81 percent / 48percent aq. HF / acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; hydrogen fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00358a019

Reference yield:

: 100928-00-5
3β-O-(triisopropylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D2

: 100928-12-9
(R)-4-Methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Pb(OAc)4, 2.) NaAlH₂(OCH₂CH₂OCH₃)2 / 1.) CH₂Cl₂, -15 deg C, 15 min, 2.) toluene, RT, 2 h

2: 93 percent / imidazole / CH₂Cl₂; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h

3: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, pyridine, CH₂Cl₂, -78 deg C, 1 h, 2.) RT, 12 h

4: 95 percent / pyridine / 2 h / 0 °C

5: 94 percent / NaI / acetone / 15 h / Heating

6: 1.) t-BuLi, CuC₂C(CH₃)2OCH₃ / 1.) pentane, -80 deg C, 2.5 h, 2.) Et₂O, -80 deg C, 15 min

7: 48percent aq. HF / acetonitrile / 3 h

8: 80 percent / p-toluenesulfonic acid / 24 h / Ambient temperature

9: 90 percent / pyridinium dichromate, pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h / Ambient temperature

10: 1.) n-BuLi / 1.) hexane, THF, -70 deg C, 30 min, 2.) THF, -70 deg C, 1 h

11: 81 percent / 48percent aq. HF / acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; hydrogen fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00358a019