19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione

Base Information

• Chemical Name: 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione
• CAS No.: 99147-25-8
• Molecular Formula: C₂₄H₂₉NO₈
• Molecular Weight: 459.496
• Mol file: 99147-25-8.mol

Synonyms:

Chemical Property of 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione

There total 3 articles about 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 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: 34.8%

(2S,12S)-2,12-dimethyl-4,7,10-trioxatridecane-2,12-diol (76946-26-4) + 4-benzyloxypyridine-2,6-dicarboxylic dimethyl ester (99097-42-4) → 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione (99147-25-8)

Guidance literature:

With 4 A molecular sieve; caesium methoxide; for 144h; Heating;

DOI:10.1021/jo00224a043

Reference yield:

4-chloropyridine-2,6-dicarbonyl dichloride (71022-75-8) → 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione (99147-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / phenylmethanol / 12 h / 70 °C

2: 72.4 percent / cesium methoxide / Heating

3: 34.8 percent / molecular sieves 4A, cesium methoxide / 144 h / Heating

With 4 A molecular sieve; caesium methoxide; In benzyl alcohol;

DOI:10.1021/jo00224a043

Reference yield:

dibenzyl 4-(benzyloxy)-2,6-pyridinedicarboxylate (99097-41-3) → 19-(benzyloxy)-(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione (99147-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.4 percent / cesium methoxide / Heating

2: 34.8 percent / molecular sieves 4A, cesium methoxide / 144 h / Heating

With 4 A molecular sieve; caesium methoxide;

DOI:10.1021/jo00224a043

upstream raw materials:

(2S,12S)-2,12-dimethyl-4,7,10-trioxatridecane-2,12-diol

4-benzyloxypyridine-2,6-dicarboxylic dimethyl ester

4-chloropyridine-2,6-dicarbonyl dichloride

dibenzyl 4-(benzyloxy)-2,6-pyridinedicarboxylate