(1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine)

Base Information

• Chemical Name: (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine)
• CAS No.: 1312716-61-2
• Molecular Formula: C₃₂H₂₈N₆
• Molecular Weight: 496.615
• Mol file: 1312716-61-2.mol

Synonyms:(1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine)

Chemical Property of (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine)

There total 7 articles about (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine) 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: 93.0%

tert-butyl (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethane-1,1-diyl)dicarbamate (1312716-53-2) → (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine) (1312716-61-2)

Guidance literature:

tert-butyl (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethane-1,1-diyl)dicarbamate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 24h;

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1016/j.tetasy.2011.01.009

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine) (1312716-61-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium carbonate / tetrahydrofuran; water / 12 h / 0 - 20 °C

1.2: pH 2

2.1: triethylamine / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

3.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: sodium hydroxide / ethanol; water / 0.58 h / 0 - 20 °C

5.1: N,N-diethylaniline; trichlorophosphate / benzene / 0.5 h / 0 °C / Reflux; Inert atmosphere

6.1: nickel(II) chloride hexahydrate; tetra-(n-butyl)ammonium iodide; triphenylphosphine; zinc / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

6.2: 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C

With nickel(II) chloride hexahydrate; tetra-(n-butyl)ammonium iodide; sodium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; N,N-diethylaniline; sodium hydroxide; zinc; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water; benzene;

DOI:10.1016/j.tetasy.2011.01.009

Reference yield:

(S)-tert-butyl 1-(2-carbamoylphenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate (1312716-40-7) → (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethanamine) (1312716-61-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol; water / 0.58 h / 0 - 20 °C

2.1: N,N-diethylaniline; trichlorophosphate / benzene / 0.5 h / 0 °C / Reflux; Inert atmosphere

3.1: nickel(II) chloride hexahydrate; tetra-(n-butyl)ammonium iodide; triphenylphosphine; zinc / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C

With nickel(II) chloride hexahydrate; tetra-(n-butyl)ammonium iodide; triphenylphosphine; trifluoroacetic acid; N,N-diethylaniline; sodium hydroxide; zinc; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water; benzene;

DOI:10.1016/j.tetasy.2011.01.009

upstream raw materials:

(S)-tert-butyl 1-(2-carbamoylphenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

(S)-tert-butyl 1-(4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethylcarbamate

(S)-tert-butyl 1-(4-chloroquinazolin-2-yl)-2-phenylethylcarbamate

tert-butyl (1S,1'S)-1,1'-(4,4'-biquinazoline-2,2'-diyl)bis(2-phenylethane-1,1-diyl)dicarbamate