[(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane

Base Information

• Chemical Name: [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane
• CAS No.: 325957-60-6
• Molecular Formula: C₃₀H₅₂O₃SSi
• Molecular Weight: 520.893
• Mol file: 325957-60-6.mol

Synonyms:

Chemical Property of [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane

There total 20 articles about [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane 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:

(phenylsulfanyl)methyl vinyl ketone (66613-24-9) → [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane (325957-60-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: (R)-(+)-phenylalanine; Et₃N; D-CSA / dimethylformamide / 25 - 55 °C

2.1: m-CPBA / CH₂Cl₂

3.1: LiAlH₄ / tetrahydrofuran / Heating

4.1: CrO₃; H₂SO₄ / acetone

5.1: 80 percent / NaH; HMPA / dimethylformamide / -20 - 25 °C

6.1: 97 percent / H₂ / Pd / ethanol

7.1: LDA; HMPA / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran / 25 °C

7.3: 85 percent / DIBAL-H / CH₂Cl₂ / -20 - 25 °C

8.1: CH₂Cl₂ / -20 °C

9.1: LiEt₃BH / tetrahydrofuran

With chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; sulfuric acid; D-(R)-phenylalanine; (1S)-10-camphorsulfonic acid; hydrogen; sodium hydride; lithium triethylborohydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Robinson annulation;

DOI:10.1016/S0960-894X(00)00598-9

Reference yield:

(7aR)-4-benzenesulfonyl-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione (244241-66-5) → [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane (325957-60-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: LiAlH₄ / tetrahydrofuran / Heating

2.1: CrO₃; H₂SO₄ / acetone

3.1: 80 percent / NaH; HMPA / dimethylformamide / -20 - 25 °C

4.1: 97 percent / H₂ / Pd / ethanol

5.1: LDA; HMPA / tetrahydrofuran / -78 °C

5.2: tetrahydrofuran / 25 °C

5.3: 85 percent / DIBAL-H / CH₂Cl₂ / -20 - 25 °C

6.1: CH₂Cl₂ / -20 °C

7.1: LiEt₃BH / tetrahydrofuran

With chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium hydride; lithium triethylborohydride; lithium diisopropyl amide; palladium; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0960-894X(00)00598-9

Reference yield:

(3aS,4S,7aR)-4-benzenesulfonyl-7a-methyl-octahydro-inden-1-one (244241-59-6) → [(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane (325957-60-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 80 percent / NaH; HMPA / dimethylformamide / -20 - 25 °C

2.1: 97 percent / H₂ / Pd / ethanol

3.1: LDA; HMPA / tetrahydrofuran / -78 °C

3.2: tetrahydrofuran / 25 °C

3.3: 85 percent / DIBAL-H / CH₂Cl₂ / -20 - 25 °C

4.1: CH₂Cl₂ / -20 °C

5.1: LiEt₃BH / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hydride; lithium triethylborohydride; lithium diisopropyl amide; palladium; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00598-9

upstream raw materials:

methyl magnesium iodide

triethylsilyl trifluoromethyl sulfonate

methyl (5S)-5-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]hexanoate

(phenylsulfanyl)methyl vinyl ketone