[3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Base Information

• Chemical Name: [3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• CAS No.: 323195-60-4
• Molecular Formula: C₁₅H₃₂N₂O₂Si
• Molecular Weight: 300.517
• Mol file: 323195-60-4.mol

Synonyms:[3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Chemical Property of [3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

There total 1 articles about [3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-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:

3-(tert-butyldimethylsilanyloxy)propionaldehyde (89922-82-7) + (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → [3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine (323195-60-4)

Guidance literature:

at 0 - 20 ℃; for 16h;

DOI:10.1055/s-2000-8733

Reference yield:

[3-(tert-Butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine (323195-60-4) → (1R)-(-)-Benzyl-N-[1-(2-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}ethyl)tridecyl]carbamate (323195-63-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuLi / hexane; diethyl ether / 2.5 h / -40 - 20 °C

1.2: YbCl₃ / hexane; diethyl ether; tetrahydrofuran / 2 h / -78 °C

1.3: hexane; diethyl ether; tetrahydrofuran / -100 - 20 °C

2.1: BH₃*THF / tetrahydrofuran / 4 h / Heating

3.1: (n-Bu)4NI; aq. Na₂CO₃ / CHCl₃ / 72 h / Heating

With borane-THF; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium carbonate; In tetrahydrofuran; diethyl ether; hexane; chloroform;

DOI:10.1055/s-2000-8733

upstream raw materials:

3-(tert-butyldimethylsilanyloxy)propionaldehyde

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

Downstream raw materials:

(1R)-(-)-Benzyl-N-[1-(2-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}ethyl)tridecyl]carbamate