triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane

Base Information

• Chemical Name: triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane
• CAS No.: 1380216-01-2
• Molecular Formula: C₁₈H₃₄OSi
• Molecular Weight: 294.553
• Mol file: 1380216-01-2.mol

Synonyms:triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane

Chemical Property of triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane

There total 10 articles about triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)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: 76.0%

triethyl((1S,2R,3E,6Z)-2-isopropyl-4-[(S)-N-methyl-S-phenylsulfonimidoyl]cyclonona-3,6-dienyloxy)silane (918637-32-8) → triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane (1380216-01-2) + Benzenesulfinic acid (R)-methylamide (33957-73-2,69726-27-8,84413-63-8,33993-55-4)

Guidance literature:

With aluminum amalgam; In tetrahydrofuran; water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201103060

Reference yield: 50.0%

triethyl((1S,2R,3E,6Z)-2-isopropyl-4-[(S)-N-methyl-S-phenylsulfonimidoyl]cyclonona-3,6-dienyloxy)silane (918637-32-8) → triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane (1380216-01-2) + (R,1E,3R,4S,7Z)-3-isopropyl-N-methyl-4-(triethylsilyloxy)cyclonona-1,7-diene-1-sulfinamide + Benzenesulfinic acid (R)-methylamide (33957-73-2,69726-27-8,84413-63-8,33993-55-4)

Guidance literature:

With aluminum amalgam; In tetrahydrofuran; water; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/chem.201103060

Reference yield:

(3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-ol (918637-16-8) → triethyl((1S,2R,3Z,6Z)-2-isopropylcyclonona-3,6-dienyloxy)silane (1380216-01-2) + Benzenesulfinic acid (R)-methylamide (33957-73-2,69726-27-8,84413-63-8,33993-55-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

1.2: 20 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

2.2: 3 h / -45 - 20 °C / Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 16 h / Inert atmosphere; Reflux

4.1: aluminum amalgam / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; aluminum amalgam; n-butyllithium; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.201103060

upstream raw materials:

(3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-ol

triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane

triethyl((1S,2R,3E,6Z)-2-isopropyl-4-[(S)-N-methyl-S-phenylsulfonimidoyl]cyclonona-3,6-dienyloxy)silane

triethyl((5S,6R,7E)-6-isopropyl-8-[(S)-N-methyl-S-phenylsulfonimidoyl]undeca-1,7,10-trien-5-yloxy)triethylsilane