10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester

Base Information

• Chemical Name: 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester
• CAS No.: 898540-89-1
• Molecular Formula: C₂₈H₃₃NO₆
• Molecular Weight: 479.573
• Mol file: 898540-89-1.mol

Synonyms:10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester

Chemical Property of 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester

There total 3 articles about 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1⁽¹⁹⁾,4,10,16⁽²⁰⁾,17-pentaene-14-carboxylic acid methyl ester 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: 63.0%

3-(4-allyloxy-phenyl)-2-[(4-methoxy-benzyl)-(3-oxo-non-8-enoyl)-amino]-propionic acid methyl ester (898540-86-8) → 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1(19),4,10,16(20),17-pentaene-14-carboxylic acid methyl ester (898540-89-1)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; for 36h; Heating;

DOI:10.1016/j.tetlet.2006.03.192

Reference yield:

3-(4-allyloxy-phenyl)-2-(4-methoxy-benzylamino)-propionic acid methyl ester → 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1(19),4,10,16(20),17-pentaene-14-carboxylic acid methyl ester (898540-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / PPTS / toluene / 7 h / Heating

2: 63 percent / Grubbs' catalyst / CH₂Cl₂ / 36 h / Heating

With pyridinium p-toluenesulfonate; Grubbs catalyst first generation; In dichloromethane; toluene;

DOI:10.1016/j.tetlet.2006.03.192

Reference yield:

2,2-Dimethyl-6-(5'-hexenyl)-1,3-dioxin-4-one (109950-29-0) → 10-hydroxy-13-(4-methoxy-benzyl)-12-oxo-2-oxa-13-aza-bicyclo[14.2.2]eicosa-1(19),4,10,16(20),17-pentaene-14-carboxylic acid methyl ester (898540-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / PPTS / toluene / 7 h / Heating

2: 63 percent / Grubbs' catalyst / CH₂Cl₂ / 36 h / Heating

With pyridinium p-toluenesulfonate; Grubbs catalyst first generation; In dichloromethane; toluene;

DOI:10.1016/j.tetlet.2006.03.192

upstream raw materials:

3-(4-allyloxy-phenyl)-2-[(4-methoxy-benzyl)-(3-oxo-non-8-enoyl)-amino]-propionic acid methyl ester

2,2-Dimethyl-6-(5'-hexenyl)-1,3-dioxin-4-one