3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile

Base Information

• Chemical Name: 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile
• CAS No.: 644968-25-2
• Molecular Formula: C₂₂H₃₃N₃O₃
• Molecular Weight: 387.522
• Mol file: 644968-25-2.mol

Synonyms:3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile

Chemical Property of 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile

There total 5 articles about 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile 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: 98.0%

acrylonitrile (107-13-1,25014-41-9) + 3-[(3-benzyloxy-propyl)-(3-hydroxy-propyl)-amino]-propan-1-ol (644968-20-7) → 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile (644968-25-2)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 6h;

DOI:10.1021/jo035072y

Reference yield:

3-benzyloxypropionitrile (6328-48-9) → 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile (644968-25-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / CoCl₂*6H₂O / methanol / 2 h / 20 °C

2: 2.95 g / methanol / 6 h / 20 °C

3: 97 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 - 20 °C

4: 98 percent / NaOH / H₂O / 6 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; cobalt(II) chloride; In tetrahydrofuran; methanol; water; 2: Michael addition / 4: Michael addition;

DOI:10.1021/jo035072y

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-(3-{(3-benzyloxy-propyl)-[3-(2-cyano-ethoxy)-propyl]-amino}-propoxy)-propionitrile (644968-25-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / NaOH / H₂O / 6 h / 20 °C

2: NaBH₄ / CoCl₂*6H₂O / methanol / 2 h / 20 °C

3: 2.95 g / methanol / 6 h / 20 °C

4: 97 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 - 20 °C

5: 98 percent / NaOH / H₂O / 6 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; cobalt(II) chloride; In tetrahydrofuran; methanol; water; 1: Michael addition / 3: Michael addition / 5: Michael addition;

DOI:10.1021/jo035072y

upstream raw materials:

acrylonitrile

3-[(3-benzyloxy-propyl)-(3-hydroxy-propyl)-amino]-propan-1-ol

3-benzyloxypropylamine

3-benzyloxypropionitrile

Downstream raw materials:

3-[(3-{3-[(3-benzyloxy-propyl)-(3-{3-[bis-(2-tert-butoxycarbonyl-ethyl)-amino]-propoxy}-propyl)-amino]-propoxy}-propyl)-(2-tert-butoxycarbonyl-ethyl)-amino]-propionic acid tert-butyl ester