methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate

Base Information

• Chemical Name: methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate
• CAS No.: 1422707-31-0
• Molecular Formula: C₃₀H₂₉NO₆
• Molecular Weight: 499.563
• Mol file: 1422707-31-0.mol

Synonyms:methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate

Chemical Property of methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate

There total 4 articles about methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate 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: 82.0%

[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methanol (26691-62-3) + L-glutamic dimethyl ester hydrochloride (23150-65-4) → methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate (1422707-31-0)

Guidance literature:

[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methanol; With sodium iodide; In 1,4-dioxane; acetonitrile; at 60 ℃; for 0.5h;

With chloro-trimethyl-silane; In 1,4-dioxane; acetonitrile; at 20 ℃; for 1h;

L-glutamic dimethyl ester hydrochloride; With potassium carbonate; In 1,4-dioxane; acetonitrile; for 8h;

DOI:10.1055/s-0032-1316810

Reference yield:

3-hydroxy-6,7-dimethoxy-9-phenanthrenecarboxylic acid methyl ester (1449298-72-9) → methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate (1422707-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 3 h / Reflux

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

3.1: sodium iodide / 1,4-dioxane; acetonitrile / 0.5 h / 60 °C

3.2: 1 h / 20 °C

3.3: 8 h

With lithium aluminium tetrahydride; potassium carbonate; sodium iodide; In tetrahydrofuran; 1,4-dioxane; acetone; acetonitrile;

DOI:10.1055/s-0032-1316810

Reference yield:

6,7-dimethoxy-3-benzoxy-9-phenanthrenecarboxylic acid methyl ester (26847-68-7) → methyl (2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylate (1422707-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

2.1: sodium iodide / 1,4-dioxane; acetonitrile / 0.5 h / 60 °C

2.2: 1 h / 20 °C

2.3: 8 h

With lithium aluminium tetrahydride; sodium iodide; In tetrahydrofuran; 1,4-dioxane; acetonitrile;

DOI:10.1055/s-0032-1316810

upstream raw materials:

3-hydroxy-6,7-dimethoxy-9-phenanthrenecarboxylic acid methyl ester

benzyl bromide

6,7-dimethoxy-3-benzoxy-9-phenanthrenecarboxylic acid methyl ester

[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methanol

Downstream raw materials:

(2S)-1-{[3-(benzyloxy)-6,7-dimethoxy-9-phenanthryl]methyl}-5-oxopyrrolidine-2-carboxylic acid

(13aS)-3-(benzyloxy)-6,7-dimethoxy-13,13a-dihydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11,14(9H,12H)-dione

(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

(13aS)-3-(benzyloxy)-6,7-dimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline