(1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol

Base Information

• Chemical Name: (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol
• CAS No.: 444926-68-5
• Molecular Formula: C₂₈H₄₆O₃
• Molecular Weight: 430.671
• Mol file: 444926-68-5.mol

Synonyms:(1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol

Chemical Property of (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol

There total 15 articles about (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-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: 45.0%

(1R,3aS,4S,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione (444926-66-3) → (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol (444926-68-5)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo020103v

Reference yield:

C21H34O3 (276244-50-9) → (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol (444926-68-5)

Guidance literature:

Multi-step reaction with 12 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 14 percent Turnov_. / tetrahydrofuran / -78 - 20 °C

2.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

2.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

3.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

4.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

7.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

8.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

9.1: tetrahydrofuran / 0 °C

9.2: 17 percent / HCl / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

10.1: 69 percent Turnov_. / KI / acetic acid / 48 h / 20 °C

11.1: CuI / diethyl ether / 1 h / -20 °C

11.2: 66 percent / diethyl ether / 1 h / -20 °C

12.1: 45 percent / L-Selectride / tetrahydrofuran / 2 h / -78 - 20 °C

With pyridine; copper(l) iodide; n-butyllithium; ethanol; sodium; L-Selectride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; 8.1: Dess-Martin reaction;

DOI:10.1021/jo020103v

Reference yield:

C24H38O5 (444926-42-5) → (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol (444926-68-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

1.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

2.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

3.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

6.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

7.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

8.1: tetrahydrofuran / 0 °C

8.2: 17 percent / HCl / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

9.1: 69 percent Turnov_. / KI / acetic acid / 48 h / 20 °C

10.1: CuI / diethyl ether / 1 h / -20 °C

10.2: 66 percent / diethyl ether / 1 h / -20 °C

11.1: 45 percent / L-Selectride / tetrahydrofuran / 2 h / -78 - 20 °C

With pyridine; copper(l) iodide; n-butyllithium; ethanol; sodium; L-Selectride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; potassium iodide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; 7.1: Dess-Martin reaction;

DOI:10.1021/jo020103v

upstream raw materials:

(1R,3aS,4S,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

4-methoxy-2-<(phenylsulfonyl)methyl>benzaldehyde

4-bromo-1-methoxy-3-[(phenylsulfonyl)methyl]benzene

C₂₁H₃₄O₃

Downstream raw materials:

Calicoferol B