(1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane

Base Information

• Chemical Name: (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane
• CAS No.: 671796-23-9
• Molecular Formula: C₃₀H₄₃NO₈
• Molecular Weight: 545.673
• Mol file: 671796-23-9.mol

Synonyms:(1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane

Chemical Property of (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane

There total 4 articles about (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane 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: 56.0%

(4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane (35572-34-0) + 9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane (333794-17-5) → (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane (671796-23-9) + (1S,23S,27S,49S)-12,38-dibenzyl-25,51-diphenyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.023,27]-dopentacontane (671796-28-4)

Guidance literature:

(4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane; With sodium hydride; In 1,4-dioxane; at 50 - 60 ℃; for 1h;

9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane; at 70 - 80 ℃; for 16h;

DOI:10.1023/B:RUJO.0000003200.41968.46

Reference yield:

1,2-bis(2-chloroethoxy)ethane (112-26-5,27252-69-3) → (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane (671796-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / sodium carbonate / 8 h / 120 °C

2.1: 97 percent / sodium iodide / acetonitrile / 14 h / Heating

3.1: sodium hydride / dioxane / 1 h / 50 - 60 °C

3.2: 56 percent / 16 h / 70 - 80 °C

With sodium hydride; sodium carbonate; sodium iodide; In 1,4-dioxane; acetonitrile;

DOI:10.1023/B:RUJO.0000003200.41968.46

Reference yield:

benzylamine (100-46-9) → (1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane (671796-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 67 percent / sodium carbonate / 8 h / 120 °C

2.1: 97 percent / sodium iodide / acetonitrile / 14 h / Heating

3.1: sodium hydride / dioxane / 1 h / 50 - 60 °C

3.2: 56 percent / 16 h / 70 - 80 °C

With sodium hydride; sodium carbonate; sodium iodide; In 1,4-dioxane; acetonitrile;

DOI:10.1023/B:RUJO.0000003200.41968.46

upstream raw materials:

(4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane

9-benzyl-1,17-diiodo-3,6,12,15-tetraoxa-9-azaheptadecane

1,2-bis(2-chloroethoxy)ethane

benzylamine