(R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

Base Information

• Chemical Name: (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine
• CAS No.: 1393363-87-5
• Molecular Formula: C₃₂H₃₁F₆N₅O₂
• Molecular Weight: 631.621
• Mol file: 1393363-87-5.mol

Synonyms:(R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

Chemical Property of (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

There total 4 articles about (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-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: 81.0%

C26H26F3NO3*ClH + 3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (486460-21-3) → (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine (1393363-87-5)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In chloroform; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2012.04.025

Reference yield:

tert-butyl (R,R)-3-[N-benzyl-N-(α-methyl-p-methoxybenzyl)amino]-4-(2',4',5'-trifluorophenyl)butanoate (1380521-86-7) → (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine (1393363-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 6 h / Reflux

2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / chloroform / 16 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In chloroform; water;

DOI:10.1016/j.tetlet.2012.04.025

Reference yield:

1,2,4-trifluoro-5-(2-methoxyethenyl)benzene → (R)-N-benzyl-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine (1393363-87-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C

2.1: methylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.25 h

2.2: 15 h / Reflux

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / -78 °C

4.1: hydrogenchloride / water / 6 h / Reflux

5.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / chloroform / 16 h / 20 °C

With hydrogenchloride; n-butyllithium; methylmagnesium bromide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; chloroform; water; 2.2: Wadsworth-Emmons reaction;

DOI:10.1016/j.tetlet.2012.04.025

upstream raw materials:

tert-butyl (E)-4-(2',4',5'-trifluorophenyl)but-2-enoate

tert-butyl (R,R)-3-[N-benzyl-N-(α-methyl-p-methoxybenzyl)amino]-4-(2',4',5'-trifluorophenyl)butanoate

3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

Downstream raw materials:

sitagliptin phosphate

sitagliptin