(1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester
• CAS No.: 115400-76-5
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.391
• Mol file: 115400-76-5.mol

Synonyms:(1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

Chemical Property of (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

There total 4 articles about (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic 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: 90.0%

(1S,5R)-1-[3-(2-Dimethoxymethyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester (115400-74-3,115400-75-4) → (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester (115400-76-5)

Guidance literature:

With kieselgel; water; oxalic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)96484-0

Reference yield:

2-(dimethoxymethyl)-4-methoxybenzaldehyde (105246-86-4) → (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester (115400-76-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / tetrahydrofuran

2: 86 percent / MnO₂ / diethyl ether; hexane

3: 86.9 percent / Et₃N

4: 90 percent / Kieselgel, oxalic acid, water / CH₂Cl₂

With manganese(IV) oxide; kieselgel; water; oxalic acid; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

DOI:10.1016/S0040-4039(00)96484-0

Reference yield:

1-(2-Dimethoxymethyl-4-methoxy-phenyl)-propenone (115400-73-2) → (1S,5R)-1-[3-(2-Formyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester (115400-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86.9 percent / Et₃N

2: 90 percent / Kieselgel, oxalic acid, water / CH₂Cl₂

With kieselgel; water; oxalic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)96484-0

upstream raw materials:

(1S,5R)-1-[3-(2-Dimethoxymethyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

2-(dimethoxymethyl)-4-methoxybenzaldehyde

1-(2-Dimethoxymethyl-4-methoxy-phenyl)-propenone

1-(2-Dimethoxymethyl-4-methoxy-phenyl)-prop-2-en-1-ol

Downstream raw materials:

(1S,5R)-1-[3-(2-Hydroxymethyl-4-methoxy-phenyl)-3-oxo-propyl]-2-oxo-5-vinyl-cyclopentanecarboxylic acid methyl ester

C₂₇H₃₀N₂O₇S