4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

Base Information

Chemical Name:4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid
CAS No.:1233250-07-1
Molecular Formula:C₂₁H₁₉NO₄
Molecular Weight:349.386
Hs Code.:

Synonyms:4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

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Chemical Property of 4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

Chemical Property:

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Technology Process of 4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

There total 10 articles about 4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid 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:

: 1233250-06-0
tert-butyl 4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]methyl]benzoate

: 1233250-07-1
4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

Guidance literature:: With trifluoroacetic acid; In chloroform; at 0 - 20 ℃; for 2h;
DOI:10.1248/cpb.c13-00980

Reference yield:

: 108052-76-2
4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester

: 1233250-07-1
4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: toluene / 1.17 h / 60 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

2.2: 2 h / 60 °C

3.1: sodium hydroxide / tetrahydrofuran / 2.5 h / 50 °C

4.1: N,N-dimethyl-formamide; oxalyl dichloride / chloroform / 1.17 h / 0 °C

5.1: tetrahydrofuran; acetonitrile; dichloromethane / 3 h / 0 °C

6.1: silver(I) acetate / 1,4-dioxane; water / 0.75 h / 60 °C

7.1: dichloromethane; methanol / 0.33 h

8.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / -30 °C

8.2: 3 h

9.1: trifluoroacetic acid / chloroform / 2 h / 0 - 20 °C

With oxalyl dichloride; potassium tert-butylate; silver(I) acetate; sodium hexamethyldisilazane; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; toluene; acetonitrile; 6.1: |Wolff Rearrangement;
DOI:10.1248/cpb.c13-00980

Reference yield:

: 1233249-89-2
tributyl-[[4-[(2-methylpropan-2-yl)oxycarbonyl]phenyl]methyl]phosphanium bromide

: 1233250-07-1
4-[[4-(1-methoxy-1-oxopropan-2-yl)isoquinolin-1-yl]-methyl]benzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2.25 h / -30 - 50 °C

1.2: 2 h / 60 °C

2.1: sodium hydroxide / tetrahydrofuran / 2.5 h / 50 °C

3.1: N,N-dimethyl-formamide; oxalyl dichloride / chloroform / 1.17 h / 0 °C

4.1: tetrahydrofuran; acetonitrile; dichloromethane / 3 h / 0 °C

5.1: silver(I) acetate / 1,4-dioxane; water / 0.75 h / 60 °C

6.1: dichloromethane; methanol / 0.33 h

7.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / -30 °C

7.2: 3 h

8.1: trifluoroacetic acid / chloroform / 2 h / 0 - 20 °C

With oxalyl dichloride; potassium tert-butylate; silver(I) acetate; sodium hexamethyldisilazane; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetonitrile; 5.1: |Wolff Rearrangement;
DOI:10.1248/cpb.c13-00980