(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

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Chemical Name:(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol
CAS No.:130760-01-9
Molecular Formula:C₂₇H₄₄O₃
Molecular Weight:416.645
Hs Code.:

Synonyms:(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

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Chemical Property of (1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

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Technology Process of (1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

There total 8 articles about (1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol 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: 57.0%

: 130759-99-8
(R)-1-[(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-2-[(1R,3aS,7aR)-1-[(R)-5-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7a-methyl-octahydro-inden-(4E)-ylidene]-ethanol

: 32222-06-3
calcitriol

: 130760-01-9
(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

Guidance literature:: With hydrogen fluoride; silica gel; copper(II) sulfate; Yield given. Multistep reaction; 1) C₆H₆, 50 deg C, 1.5h, 2) MeOH, THF, r.t., 5h;
DOI:10.1021/jo00001a092

Reference yield:

: 66774-84-3
de-A,B-25-hydroxycholestan-8β-ol

: 130760-01-9
(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / pyridine / 96 h / Ambient temperature

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

4: pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

5: 1) LDA, 2) (CO₂H)2 / 1) THF, -78 deg C to 20 deg C, 2) 1.5h, r.t.

6: 1) CrCl₃, LiAlH₄, 2) DIBAL / 1) THF, 0 deg C, 10 min to r.t., 45 min, 2) CH₂Cl₂, -50 deg C, 30 min

7: 1) CuSO₄/SiO₂, 2) 46percent HF / 1) C₆H₆, 50 deg C, 1.5h, 2) MeOH, THF, r.t., 5h

With pyridine; 2,6-dimethylpyridine; chromium chloride; lithium aluminium tetrahydride; hydrogen fluoride; oxalic acid; silica gel; diisobutylaluminium hydride; copper(II) sulfate; pyridinium chlorochromate; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00001a092

Reference yield:

: 70550-66-2
<1R-<1β(R*),3aα,4β,7aβ>>-Octahydro-4-acetoxy-α,α,ε,7a-tetramethyl-1H-indene-1-pentanol

: 130760-01-9
(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

3: pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

4: 1) LDA, 2) (CO₂H)2 / 1) THF, -78 deg C to 20 deg C, 2) 1.5h, r.t.

5: 1) CrCl₃, LiAlH₄, 2) DIBAL / 1) THF, 0 deg C, 10 min to r.t., 45 min, 2) CH₂Cl₂, -50 deg C, 30 min

6: 1) CuSO₄/SiO₂, 2) 46percent HF / 1) C₆H₆, 50 deg C, 1.5h, 2) MeOH, THF, r.t., 5h

With 2,6-dimethylpyridine; chromium chloride; lithium aluminium tetrahydride; hydrogen fluoride; oxalic acid; silica gel; diisobutylaluminium hydride; copper(II) sulfate; pyridinium chlorochromate; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00001a092