[(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Base Information

• Chemical Name: [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• CAS No.: 107496-25-3
• Molecular Formula: C₂₁H₃₆N₂OSi
• Molecular Weight: 360.615
• Mol file: 107496-25-3.mol

Synonyms:[(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Chemical Property of [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

There total 6 articles about [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 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%

t-butyldimethylsiyl triflate (69739-34-0) + (S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine (89999-42-8) → [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine (107496-25-3)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; hexane; 1.) 0 deg C, 4 h, 2.) -78 deg C, 1 h; -78 deg C -> room temp.;

Reference yield:

(S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine (107496-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 4 Angstroem molecular sieves / CH₂Cl₂

2: 85 percent / LDA / diethyl ether; hexane / 1.) 0 deg C, 4 h, 2.) -78 deg C, 1 h; -78 deg C -> room temp.

With 4 A molecular sieve; lithium diisopropyl amide; In diethyl ether; hexane; dichloromethane;

Reference yield:

(S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine (107496-25-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 1) lithium diisopropylamide / 1) ether, 0 deg C, 4 h, 2) -78 deg C, 2 h; 10 h, -78 deg C to RT

With lithium diisopropyl amide;

upstream raw materials:

t-butyldimethylsiyl triflate

(S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine

3-phenyl-propionaldehyde

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

Downstream raw materials:

(+)-(R)-2-(t-Butyldimethylsilyl)-3-phenylpropanal

[(R)-2-(tert-Butyl-dimethyl-silanyl)-1-(2,4-dimethoxy-phenyl)-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

[(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

[(R)-2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-1-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine