[N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine

Base Information

• Chemical Name: [N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine
• CAS No.: 72203-95-3
• Molecular Formula: C₁₁H₂₂N₂O
• Molecular Weight: 198.308
• Mol file: 72203-95-3.mol

Synonyms:72203-95-3;DTXSID801158416;[N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine

Chemical Property of [N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 198.173213330
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC=NN1CCCC1COC
• Isomeric SMILES: CC(C)C/C=N/N1CCC[C@H]1COC

Technology Process of [N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine

There total 1 articles about [N(E),2S]-2-(Methoxymethyl)-N-(3-methylbutylidene)-1-pyrrolidinamine 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: 100.0%

(S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) + isovaleraldehyde (590-86-3) → ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine (72203-95-3)

Guidance literature:

at 20 ℃;

DOI:10.3987/COM-05-S(K)41

Reference yield: 24.0%

N-(p-toluenesulfonyl)aziridine (3634-89-7) + ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine (72203-95-3) → (3R,4E,2'S)-N-{3-isopropyl-4-[2'-(methoxymethyl)pyrrolidin-1'-ylimino]-butyl}-4-methylbenzenesulfonamide

Guidance literature:

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 4h;

N-(p-toluenesulfonyl)aziridine; In tetrahydrofuran; at -100 ℃; for 2h;

Reference yield:

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine (72203-95-3) → L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1)

Guidance literature:

Multi-step reaction with 4 steps

1: TiCl₄ / diethyl ether; CH₂Cl₂ / 12 h / -100 - 20 °C

2: 90 percent / K₂CO₃ / CH₂Cl₂ / 7 h / Heating

3: 50 percent / magnesium monoperoxy phthalate / methanol / 168000 h / 20 °C

4: 81 percent / HCl / H₂O / 7 h / Heating

With hydrogenchloride; potassium carbonate; magnesium monoperoxyphthalate hexahydrate; titanium tetrachloride; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1016/j.tetlet.2003.09.098

upstream raw materials:

(S)-1-amino-2-(methoxymethyl)pyrrolidine

isovaleraldehyde

Downstream raw materials:

(2S,3S)-3-isopropyl-2-phenyl-1-tosylazetidine

(1S,2R)-2-{[2-(trimethylsilyl)ethoxy]methyl}-3-methyl-1-phenyl-N-tosylbutan-1-amine

L-leucine

Refernces