3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester

Base Information

• Chemical Name: 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester
• CAS No.: 127975-27-3
• Molecular Formula: C₂₂H₂₃NO₉
• Molecular Weight: 445.426

Synonyms:3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester

Chemical Property of 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester

There total 3 articles about 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid 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: 69.0%

3,4,5-Trimethoxybenzoyl chloride (4521-61-3) + 2-Amino-3-benzo[1,3]dioxol-5-yl-3-oxo-propionic acid ethyl ester (127951-25-1) → 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester (127975-27-3)

Guidance literature:

With triethylamine; In dichloromethane; for 1.5h; 0 deg C to rt.;

DOI:10.1016/S0040-4039(01)80682-1

Reference yield:

3,4-(methylenedioxy)benzoyl chloride (25054-53-9) → 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester (127975-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / Et₃N / tetrahydrofuran / 48 h / 0 deg C to rt.

2: 89 percent / HCl conc. / ethanol / 3 h / 55 °C

3: 69 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 deg C to rt.

With hydrogenchloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/S0040-4039(01)80682-1

Reference yield:

5-benzo[1,3]dioxol-5-yloxazole-4-carboxylic acid ethyl ester (127951-24-0) → 3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester (127975-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / HCl conc. / ethanol / 3 h / 55 °C

2: 69 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 deg C to rt.

With hydrogenchloride; triethylamine; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(01)80682-1

upstream raw materials:

3,4,5-Trimethoxybenzoyl chloride

2-Amino-3-benzo[1,3]dioxol-5-yl-3-oxo-propionic acid ethyl ester

3,4-(methylenedioxy)benzoyl chloride

5-benzo[1,3]dioxol-5-yloxazole-4-carboxylic acid ethyl ester

Downstream raw materials:

(5R,7S,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol; hydrochloride

(4aS,6R,11bR)-2,2-Dimethyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-5-aza-cyclopenta[b]phenanthrene

N-((4R,5S)-4-Benzo[1,3]dioxol-5-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-3,4,5-trimethoxy-benzamide

(4aR,11bS)-2,2-Dimethyl-6-(3,4,5-trimethoxy-phenyl)-4a,11b-dihydro-4H-1,3,8,10-tetraoxa-5-aza-cyclopenta[b]phenanthrene

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