(S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile

Base Information

• Chemical Name: (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile
• CAS No.: 607720-65-0
• Molecular Formula: C₁₉H₁₆N₂O₂
• Molecular Weight: 304.348
• Mol file: 607720-65-0.mol

Synonyms:(S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile

Chemical Property of (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile

There total 3 articles about (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile 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: 89.0%

phthalimide (136918-14-4,85-41-6) + (R)-2-hydroxymethyl-2-methyl-3-phenylpropionitrile (526221-34-1) → (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile (607720-65-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 40 ℃; for 168h;

DOI:10.1016/S0957-4166(03)00443-9

Reference yield:

(R)-(-)-2-cyano-2-methyl-3-phenylpropionic acid (108211-28-5) → (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile (607720-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Cs₂CO₃ / methanol / 0.5 h / 20 °C

1.2: dimethylformamide / 32 h / 20 °C

2.1: NaBH₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 89 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 168 h / 40 °C

With sodium tetrahydroborate; caesium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; 3.1: Mitsunobu reaction;

DOI:10.1016/S0957-4166(03)00443-9

Reference yield:

methyl (R)-2-cyano-2-methyl-3-phenylpropanoate (607720-66-1) → (S)-2-benzyl-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-methylpropionitrile (607720-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

2: 89 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 168 h / 40 °C

With sodium tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; 2: Mitsunobu reaction;

DOI:10.1016/S0957-4166(03)00443-9

upstream raw materials:

phthalimide

(R)-2-hydroxymethyl-2-methyl-3-phenylpropionitrile

(R)-(-)-2-cyano-2-methyl-3-phenylpropionic acid

methyl (R)-2-cyano-2-methyl-3-phenylpropanoate