4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester
• CAS No.: 133095-92-8
• Molecular Formula: C₁₈H₂₅IO₅
• Molecular Weight: 448.298
• Mol file: 133095-92-8.mol

Synonyms:4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester

Chemical Property of 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester

There total 4 articles about 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl 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: 83.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 3-methoxy-4-n-propyloxy-5-iodobenzaldehyde (106331-89-9) → 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester (133095-92-8)

Guidance literature:

With sodium cyanide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97214-9

Reference yield:

5-iodovaniline (5438-36-8) → 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester (133095-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / dimethylformamide / 70 °C

2: 83 percent / NaCN / dimethylformamide

With sodium cyanide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97214-9

Reference yield:

3-methoxy-4-n-propyloxy-5-iodobenzaldehyde (106331-89-9) → 4-(3-Iodo-5-methoxy-4-propoxy-phenyl)-4-oxo-butyric acid tert-butyl ester (133095-92-8) + 3-methoxy-4-propoxy-5-iodobenzoic acid (145399-74-2) + 2-Hydroxy-1,2-bis-(3-iodo-5-methoxy-4-propoxy-phenyl)-ethanone + 3-Iodo-5-methoxy-4-propoxy-benzoic acid 1,2-bis-(3-iodo-5-methoxy-4-propoxy-phenyl)-2-oxo-ethyl ester

Guidance literature:

With sodium cyanide; tert-Butyl acrylate; Yield given. Multistep reaction. Yields of byproduct given; 1) DMF, 25-30 deg C, 45 min, 2) DMF, 20-25 deg C, 30 min;

DOI:10.1021/jo00052a013

upstream raw materials:

tert-Butyl acrylate

3-methoxy-4-n-propyloxy-5-iodobenzaldehyde

5-iodovaniline

Downstream raw materials:

(S)-4-Hydroxy-4-(3-iodo-5-methoxy-4-propoxy-phenyl)-butyric acid tert-butyl ester

(R)-4-Hydroxy-4-(3-iodo-5-methoxy-4-propoxy-phenyl)-butyric acid tert-butyl ester

(S)-5-(3-Methoxy-5-methylsulfanyl-4-propoxy-phenyl)-dihydro-furan-2-one

(S)-5-(3-Methanesulfonyl-5-methoxy-4-propoxy-phenyl)-tetrahydro-furan-2-ol