2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid

Base Information

• Chemical Name: 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid
• CAS No.: 144646-23-1
• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.39

Synonyms:2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid

Chemical Property of 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid

Chemical Property:

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Technology Process of 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid

There total 2 articles about 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic 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:

6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-one (2472-13-1) → 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid (144646-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84.9 percent / (NH₄)2CO₃ / ethanol; H₂O / 18 h / 80 °C

2: 83.2 percent / Ba(OH)2 / H₂O / 24 h / 125 °C

3: 85 percent / aq. NaOH / 2 h / Ambient temperature

With barium dihydroxide; sodium hydroxide; ammonium carbonate; In ethanol; water;

DOI:10.1002/hlca.19920750522

Reference yield:

3',4'-dihydro-6',7'-dimethoxyspiro-2,5-dione (35485-64-4) → 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid (144646-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83.2 percent / Ba(OH)2 / H₂O / 24 h / 125 °C

2: 85 percent / aq. NaOH / 2 h / Ambient temperature

With barium dihydroxide; sodium hydroxide; In water;

DOI:10.1002/hlca.19920750522

Reference yield: 88.0%

2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylic acid (144646-23-1) + methyl iodide (74-88-4) → methyl 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylate (144646-32-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1002/hlca.19920750522

upstream raw materials:

6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-one

3',4'-dihydro-6',7'-dimethoxyspiro-2,5-dione

Downstream raw materials:

methyl 2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carboxylate

N²<(S)-2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carbonyl>-L-phenylalanine N¹,N¹-(tetramethylene)amide

N^2.2-<(R)-2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide

N^2.2-<(S)-2-benzamido-1,2,3,4-tetrahydro-6,7-dimethoxynaphthalene-2-carbonyl>-L-phenylalanyl-L-phenylalanine N^1.3,N^1.3-(tetramethylene)amide

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