hydrocinnamaldehyde SAMP-hydrazone

Base Information

• Chemical Name: hydrocinnamaldehyde SAMP-hydrazone
• CAS No.: 107381-30-6
• Molecular Formula: C₁₅H₂₂N₂O
• Molecular Weight: 246.352
• Mol file: 107381-30-6.mol

Synonyms:hydrocinnamaldehyde SAMP-hydrazone

Chemical Property of hydrocinnamaldehyde SAMP-hydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hydrocinnamaldehyde SAMP-hydrazone

There total 1 articles about hydrocinnamaldehyde SAMP-hydrazone 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%

3-phenyl-propionaldehyde (104-53-0) + (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → hydrocinnamaldehyde SAMP-hydrazone (107381-30-6)

Guidance literature:

at 20 ℃;

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

Reference yield: 78.0%

bromoacetic acid tert-butyl ester (5292-43-3) + hydrocinnamaldehyde SAMP-hydrazone (107381-30-6) → (S)-tert-butyl 4-[(S)-2-methoxymethylpyrrolidin-1-ylimino]-3-benzylbutanoate

Guidance literature:

hydrocinnamaldehyde SAMP-hydrazone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; hexane; at -100 - 20 ℃;

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

Reference yield: 76.0%

Dimethyldisulphide (624-92-0) + hydrocinnamaldehyde SAMP-hydrazone (107381-30-6) → (2S,2'R)-(-)-2-methoxymethyl-1-(2'-(methylsulfanyl)-3'-phenyl-1'-propylidenamino)pyrrolidine

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(98)00481-5

upstream raw materials:

3-phenyl-propionaldehyde

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

Downstream raw materials:

(2S,2''S)-1-[N-(1',3'-diphenylpropyl)-N-methoxycarbonylamino]-2-methoxymethylpyrrolidine

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-((R)-1-phenethyl-pentyl)-carbamic acid methyl ester

(2S,2''R)-1-[N-methoxycarbonyl-N-(1-methyl-3-phenylpropyl)amino]-2-(methoxymethyl)pyrrolidine

((S)-2,2-Dimethyl-1-phenethyl-propyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

Refernces

• 1、 Enders, Dieter,Schubert, Heinrich. "Enantioselektive Synthese von β-substituierten primaeren Aminen; α-Alkylierung/reduktive Aminierung von Aldehyden via SAMP-Hydrazone". . p. 368 - 369. Retrieved 2007/10/02.