N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine

Base Information

• Chemical Name: N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine
• CAS No.: 120545-18-8
• Molecular Formula: C₂₁H₃₃NOSi
• Molecular Weight: 343.585
• Mol file: 120545-18-8.mol

Synonyms:N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine

Chemical Property of N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine

There total 4 articles about N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine 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: 76.0%

(E)-5-(Benzyl-prop-2-ynyl-amino)-pent-3-en-2-ol (120545-17-7) + tert-butyldimethylsilyl chloride (18162-48-6) → N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine (120545-18-8)

Guidance literature:

With C₃H₃N₂; In dichloromethane; at 0 ℃;

DOI:10.1021/jo00271a006

Reference yield:

N-benzyl-N-propargyl-4-hydroxy-2-pentynamine (120545-16-6) → N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine (120545-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

2: 76 percent / imidazole / CH₂Cl₂ / 0.5 h

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00089a016

Reference yield:

N-benzyl-N-(prop-2-yn-1-yl)prop-2-yn-1-amine (14558-59-9) → N-benzyl-N-propargyl-4-(tert-butyldimethylsiloxy)-2(E)-pentenamine (120545-18-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) EtMgBr / 1.) THF, 0 deg C, 1 h, 2.) THF, 10 min

2: 86 percent / LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

3: 76 percent / imidazole / CH₂Cl₂ / 0.5 h

With 1H-imidazole; lithium aluminium tetrahydride; ethylmagnesium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00089a016

upstream raw materials:

(E)-5-(Benzyl-prop-2-ynyl-amino)-pent-3-en-2-ol

tert-butyldimethylsilyl chloride

N-benzyl-N-(prop-2-yn-1-yl)prop-2-yn-1-amine

N-benzyl-N-propargyl-4-hydroxy-2-pentynamine

Downstream raw materials:

(3aS,4R,8aR)-6-Benzyl-4-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-phenyl-4,5,6,7,8,8a-hexahydro-3aH-pyrrolo[3,4-f]isoindole-1,3-dione

N-benzyl-3-methylene-4-(2-(tert-butyldimethylsiloxy)-1(E)-propylidene)pyrrolidine