(2S)-2-ethyl-3-methylbutanal

Base Information

• Chemical Name: (2S)-2-ethyl-3-methylbutanal
• CAS No.: 76740-15-3
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.188
• DSSTox Substance ID: DTXSID201309057
• Nikkaji Number: J1.364.749F
• Mol file: 76740-15-3.mol

Synonyms:(2S)-2-ethyl-3-methylbutanal;SCHEMBL14211014;DTXSID201309057;76740-15-3

Chemical Property of (2S)-2-ethyl-3-methylbutanal

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 66.8

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C=O)C(C)C
• Isomeric SMILES: CC[C@H](C=O)C(C)C

Technology Process of (2S)-2-ethyl-3-methylbutanal

There total 11 articles about (2S)-2-ethyl-3-methylbutanal 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: 95.0%

(S)-2-ethyl-3-dimethylbutan-1-ol (56116-35-9) → (S)-2-ethyl-3-methylbutanal (76740-15-3,77790-58-0)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1002/1099-0690(200008)2000:15<2755::AID-EJOC2755>3.0.CO;2-G

Reference yield:

stigmasterol (83-48-7,481-16-3,14375-01-0,32345-19-0,72903-53-8,76250-40-3,80735-61-1,125636-86-4,130061-66-4,139685-48-6) → (S)-2-ethyl-3-methylbutanal (76740-15-3,77790-58-0)

Guidance literature:

With acetic acid; Ozonspaltung;

DOI:10.1021/ja01854a038

Reference yield:

3,3-Dimethylacryloyl chloride (3350-78-5) → (S)-2-ethyl-3-methylbutanal (76740-15-3,77790-58-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 99 percent / tetrahydrofuran; hexane / 3.5 h / -78 - 0 °C

2.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 1 h / -78 °C

2.2: 55 percent / tetrahydrofuran; toluene / -30 - 0 °C

3.1: 90 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

4.1: 96 percent / H₂ / PtO₂ / ethyl acetate / 2 h / 20 °C

5.1: 95 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 25 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Reduction / 4.1: Catalytic hydrogenation / 5.1: Oxidation;

DOI:10.1002/1099-0690(200008)2000:15<2755::AID-EJOC2755>3.0.CO;2-G

upstream raw materials:

(2Ξ,3S)-3-ethyl-4-methyl-pentane-1,2-diol

stigmasterol

Spinasterol

6β-methoxy-3α,5α-cyclo-stigmast-22t-ene

Downstream raw materials:

(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-7a-methyl-octahydro-indene

(+)(S)-Ethyl-isopropyl-acetaldehyd-benzoylhydrazon

Refernces