(S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide

Base Information

• Chemical Name: (S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide
• CAS No.: 910910-15-5
• Molecular Formula: C₁₈H₃₅NOSSi
• Molecular Weight: 341.634

Synonyms:(S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide

Chemical Property of (S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide

Chemical Property:

Purity/Quality:

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Technology Process of (S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide

There total 4 articles about (S_S,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide 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: 85.0%

(S)-(+)-N-[1-(cis-4-methyl-cyclohexyl)ethylidene]-2-methyl-2-propanesulfinamide (910910-05-3) + trimethylsilylacetylene (1066-54-2) → (SS,S)-(+)-N-[1-methyl-1-(trans-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide (910910-14-4) + (SS,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide (910910-15-5)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In hexane; toluene; at -78 ℃; for 0.25h;

(S)-(+)-N-[1-(cis-4-methyl-cyclohexyl)ethylidene]-2-methyl-2-propanesulfinamide; With trimethylaluminum; In hexane; toluene; at -78 - 20 ℃;

DOI:10.1021/jo061160h

Reference yield:

4-methyl-cyclohexanecarboxylic acid methoxy-methyl-amide (910910-21-3) → (SS,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide (910910-15-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran; diethyl ether / 2 h / cooling

2.1: 0.952 g / Ti(OEt)4 / tetrahydrofuran / Heating

3.1: butyllithium / toluene; hexane / 0.25 h / -78 °C

3.2: 85 percent / Me₃Al / toluene; hexane / -78 - 20 °C

With titanium(IV) tetraethanolate; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; toluene;

DOI:10.1021/jo061160h

Reference yield:

1-acetyl-4-methylcyclohexane (18446-88-3) → (SS,S)-(+)-N-[1-methyl-1-(cis-4-methyl-cyclohexyl)-3-(trimethylsilanyl)-prop-2-ynyl]-2-methyl-2-propanesulfinamide (910910-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 0.952 g / Ti(OEt)4 / tetrahydrofuran / Heating

2.1: butyllithium / toluene; hexane / 0.25 h / -78 °C

2.2: 85 percent / Me₃Al / toluene; hexane / -78 - 20 °C

With titanium(IV) tetraethanolate; n-butyllithium; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jo061160h

upstream raw materials:

(S)-(+)-N-[1-(cis-4-methyl-cyclohexyl)ethylidene]-2-methyl-2-propanesulfinamide

trimethylsilylacetylene

4-methyl-cyclohexanecarboxylic acid methoxy-methyl-amide

1-acetyl-4-methylcyclohexane

Downstream raw materials:

(Ss,S)-N-[1-methyl-1-(cis-4-methylcyclohexyl)prop-2-ynyl]-2-methylpropanesulfinamide

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