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

Base Information

• Chemical Name: triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane
• CAS No.: 918637-18-0
• Molecular Formula: C₂₄H₄₁NO₂SSi
• Molecular Weight: 435.747
• Mol file: 918637-18-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane 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: 96.0%

(3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-ol (918637-16-8) + triethylsilyl chloride (994-30-9) → triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane (918637-18-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/ja0651658

Reference yield:

4-pentenal (2100-17-6) → triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane (918637-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBuLi; ClTi(OiPr)3 / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

1.2: 75 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 96 percent / imidazol / dimethylformamide

With 1H-imidazole; triisopropoxytitanium(IV) chloride; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ja0651658

Reference yield:

(+)-(E,S)-4-methyl-1-(N-methyl-S-phenylsulfonimidoyl)-pent-2-ene (172748-29-7) → triethyl((3R,4S,Z)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]octa-1,7-dien-4-yloxy)triethylsilane (918637-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBuLi; ClTi(OiPr)3 / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

1.2: 75 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 96 percent / imidazol / dimethylformamide

With 1H-imidazole; triisopropoxytitanium(IV) chloride; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ja0651658

upstream raw materials:

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

triethylsilyl chloride

4-pentenal

(+)-(E,S)-4-methyl-1-(N-methyl-S-phenylsulfonimidoyl)-pent-2-ene

Downstream raw materials:

(E,8R,9S)-8-isopropyl-6-[(R)-N-methyl-S-phenylsulfonimidoyl]-9-(triethylsilyloxy)trideca-1,6,12-trien-5-one

(2R,5R,6S)-2,6-di(but-3-enyl)-5-isopropyl-3-[(S)-N-methyl-S-phenylsulfonimidoyl]-5,6-dihydro-2H-pyran-2-ol

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

(5R,6E,8R,9S)-8-isopropyl-6-[(R)-N-methyl-S-phenylsulfonimidoyl]-9-(triethylsilyloxy)trideca-1,6,12-trien-5-ol