(1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene

Base Information

• Chemical Name: (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene
• CAS No.: 263340-66-5
• Molecular Formula: C₂₉H₄₈O₄
• Molecular Weight: 460.698

Synonyms:(1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene

Chemical Property of (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene

There total 7 articles about (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene 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: 91.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + (1S,3R,3aR,7R,7aS)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-1-ol (263340-61-0) → (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene (263340-66-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1099-0690(200002)2000:3<439::AID-EJOC439>3.0.CO;2-F

Reference yield:

Grundmann's ketone (66251-18-1) → (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene (263340-66-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: LiI; HN(TMS)2 / CH₂Cl₂ / 3 h

2.1: 84 percent / tetrahydrofuran; pyridine / 0.5 h / -78 °C

3.1: 83 percent / MCPBA / CH₂Cl₂ / 0.5 h

4.1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1 h

5.1: 90 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 3 h / Heating

6.1: BH₃*SMe₂ / tetrahydrofuran / 3 h / 20 °C

6.2: 62 percent / H₂O₂; NaOH / ethanol; H₂O / 1 h / Heating

7.1: 91 percent / iPr₂EtN / CH₂Cl₂ / 3 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; dimethylsulfide borane complex; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; lithium iodide; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1.1: Silylation / 2.1: Selenenylation / 3.1: Elimination / 4.1: Reduction / 5.1: Etherification / 6.1: Hydroboration / 6.2: Oxidation / 7.1: Etherification;

DOI:10.1002/(SICI)1099-0690(200002)2000:3<439::AID-EJOC439>3.0.CO;2-F

Reference yield:

De-A,B-cholest-14-en-8-one (93922-90-8) → (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene (263340-66-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 80 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1 h

2.1: 90 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 3 h / Heating

3.1: BH₃*SMe₂ / tetrahydrofuran / 3 h / 20 °C

3.2: 62 percent / H₂O₂; NaOH / ethanol; H₂O / 1 h / Heating

4.1: 91 percent / iPr₂EtN / CH₂Cl₂ / 3 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; dimethylsulfide borane complex; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Reduction / 2.1: Etherification / 3.1: Hydroboration / 3.2: Oxidation / 4.1: Etherification;

DOI:10.1002/(SICI)1099-0690(200002)2000:3<439::AID-EJOC439>3.0.CO;2-F

upstream raw materials:

2-Methoxyethoxymethyl chloride

(1S,3R,3aR,7R,7aS)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-1-ol

Grundmann's ketone

De-A,B-cholest-14-en-8-one

Downstream raw materials:

2,2-Dimethyl-propionic acid 2-[(1R,3S,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-4-yl]-ethyl ester

2,2-Dimethyl-propionic acid 2-[(1R,3S,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-3-hydroxy-7a-methyl-octahydro-inden-4-yl]-ethyl ester

2,2-Dimethyl-propionic acid 2-[(1R,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-3-oxo-octahydro-inden-4-yl]-ethyl ester

(3R,3aR,6R,7S,7aS)-6-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-7-(2-hydroxy-ethyl)-3a-methyl-octahydro-inden-1-one

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