2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester

Base Information

• Chemical Name: 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester
• CAS No.: 28406-01-1
• Molecular Formula: C₂₄H₂₃NO₈
• Molecular Weight: 453.449
• Mol file: 28406-01-1.mol

Synonyms:

Chemical Property of 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester

There total 2 articles about 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl 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:

6-oxo-(4ar)-4,4a,5,6-tetrahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid (54022-39-8) → 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester (28406-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: KI₃, NaHCO₃

3: (i) (saponification), (ii) /BRN= 606474/, DMF

With potassium triiodide; sodium hydrogencarbonate;

DOI:10.1021/ja00721a053

Reference yield:

4c-methoxy-(5ac)-4,5,5a,6-tetrahydro-3H-3r,12bc-methano-[1,3]dioxolo[4,5-g]oxepino[4,3-c]isoquinoline-1,7-dione (54022-40-1) + α-bromoacetophenone (70-11-1) → 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester (28406-01-1)

Guidance literature:

Multistep reaction; (i) (saponification), (ii) /BRN= 606474/, DMF;

DOI:10.1021/ja00721a053

Reference yield:

methanesulfonyl chloride (124-63-0) + 2ξ-hydroxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester (28406-01-1) → 2ξ-methanesulfonyloxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester (28406-02-2)

Guidance literature:

In pyridine; (mesylation);

DOI:10.1021/ja00721a053

upstream raw materials:

4c-methoxy-(5ac)-4,5,5a,6-tetrahydro-3H-3r,12bc-methano-[1,3]dioxolo[4,5-g]oxepino[4,3-c]isoquinoline-1,7-dione

α-bromoacetophenone

6-oxo-(4ar)-4,4a,5,6-tetrahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid

Downstream raw materials:

2ξ-methanesulfonyloxy-3c-methoxy-6-oxo-(4ar)-2,3,4,4a,5,6-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridine-11bt-carboxylic acid 2-oxo-2-phenyl-ethyl ester

d,l-Haemanthidin