2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile

Base Information

• Chemical Name: 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile
• CAS No.: 472985-79-8
• Molecular Formula: C₃₇H₃₅FN₂O₅
• Molecular Weight: 606.694
• Mol file: 472985-79-8.mol

Synonyms:2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile

Chemical Property of 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile

There total 8 articles about 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile 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:

diethyl aminomalonate hydrochloride (13433-00-6) + 2-fluoro-α-(hydroxymethylidenyl)-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile (472985-78-7) → 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile (472985-79-8)

Guidance literature:

With sodium acetate; In ethanol; at 20 - 25 ℃; for 72h;

DOI:10.1021/jo020256i

Reference yield:

(2-fluorophenyl)acetic acid (451-82-1) → 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile (472985-79-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 75 percent / triethylamine; pivaloyl chloride / toluene / 5 h / 80 - 85 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -8 - 0 °C

2.2: 80 percent / tetrahydrofuran / 4.5 h / -20 - -15 °C

3.1: sodium borohydride / tetrahydrofuran; H₂O / 1 h / 20 - 25 °C

4.1: 36.0 g / trifluoroacetic acid / toluene / 4 h / 111 - 113 °C

5.1: LDA / tetrahydrofuran; heptane / 0.25 h / -10 - -5 °C

5.2: tetrahydrofuran; heptane / 0.5 h / -10 - -5 °C

6.1: sodium acetate / ethanol / 72 h / 20 - 25 °C

With sodium tetrahydroborate; sodium acetate; pivaloyl chloride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; water; toluene;

DOI:10.1021/jo020256i

Reference yield:

2-fluoro-(β-(R)-hydroxymethyl)benzenepropionitrile (214492-06-5) → 2-fluoro-α-[[[bis(ethoxycarbonyl)methyl]amino]methylidenyl]-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile (472985-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 36.0 g / trifluoroacetic acid / toluene / 4 h / 111 - 113 °C

2.1: LDA / tetrahydrofuran; heptane / 0.25 h / -10 - -5 °C

2.2: tetrahydrofuran; heptane / 0.5 h / -10 - -5 °C

3.1: sodium acetate / ethanol / 72 h / 20 - 25 °C

With sodium acetate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; toluene;

DOI:10.1021/jo020256i

upstream raw materials:

diethyl aminomalonate hydrochloride

2-fluoro-α-(hydroxymethylidenyl)-β-(R)-[(triphenylmethoxy)methyl]benzenepropionitrile

triphenylmethyl alcohol

trityl chloride

Downstream raw materials:

4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-3-guanidino-1H-pyrrole-2-carboxylic acid ethyl ester

3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

ethyl 3-amino-4-[1-(2-fluorophenyl)-2-(R)-(triphenylmethoxy)ethyl]-2-1H-pyrrole-2-carboxylate

Refernces