Cyclohexanamine, N-[2-(triethylsilyl)propylidene]-

Base Information

• Chemical Name: Cyclohexanamine, N-[2-(triethylsilyl)propylidene]-
• CAS No.: 119711-55-6
• Molecular Formula: C15H31NSi
• Molecular Weight: 253.503
• DSSTox Substance ID: DTXSID80448921
• Nikkaji Number: J2.051.998C
• Mol file: 119711-55-6.mol

Synonyms:119711-55-6;N-(2-(Triethylsilyl)propylidene)cyclohexanamine;N-[2-(Triethylsilyl)propylidene]cyclohexanamine;Cyclohexanamine, N-[2-(triethylsilyl)propylidene]-;DTXSID80448921

Chemical Property of Cyclohexanamine, N-[2-(triethylsilyl)propylidene]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 253.222576528
• Heavy Atom Count: 17
• Complexity: 219

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[Si](CC)(CC)C(C)C=NC1CCCCC1

Technology Process of Cyclohexanamine, N-[2-(triethylsilyl)propylidene]-

There total 2 articles about Cyclohexanamine, N-[2-(triethylsilyl)propylidene]- 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: 69.0%

triethylsilyl chloride (994-30-9) + N-(propylidene)-cyclohexylamine (27845-63-2) → N-cyclohexylimine of 2-triethylsilylpropionaldehyde (119711-55-6)

Guidance literature:

N-(propylidene)-cyclohexylamine; With n-butyllithium; diisopropylamine; In hexane; at -78 - 0 ℃; for 0.583333h;

triethylsilyl chloride; In hexane; at -78 - 0 ℃; for 3.25h;

DOI:10.1021/acs.orglett.0c00431

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexylimine of 2-triethylsilylpropionaldehyde (119711-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / hexane / 0.67 h / 0 °C

2.1: n-butyllithium; diisopropylamine / hexane / 0.58 h / -78 - 0 °C

2.2: 3.25 h / -78 - 0 °C

With n-butyllithium; diisopropylamine; potassium hydroxide; In hexane;

DOI:10.1021/acs.orglett.0c00431

Reference yield: 81.0%

(R)-4-benzyloxy-2-benzyloxymethyl-butyraldehyde (911708-97-9) + N-cyclohexylimine of 2-triethylsilylpropionaldehyde (119711-55-6) → (2E,4S)-6-benzyloxy-4-benzyloxymethyl-2-methyl-2-hexenal (911708-99-1)

Guidance literature:

(R)-4-benzyloxy-2-benzyloxymethyl-butyraldehyde; N-cyclohexylimine of 2-triethylsilylpropionaldehyde; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃;

With trifluoroacetic acid; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1021/ja063532+

upstream raw materials:

triethylsilyl chloride

N-(propylidene)-cyclohexylamine

cyclohexylamine

Downstream raw materials:

(E)-3-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-methyl-propenal

(Z)-3-(4-methoxyphenyl)-2-methylacrylaldehyde

(E)-3-(4-methoxyphenyl)-2-methylacrylaldehyde

(2E,4S)-6-benzyloxy-4-benzyloxymethyl-2-methyl-2-hexenal