methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate

Base Information

• Chemical Name: methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate
• CAS No.: 155877-90-0
• Molecular Formula: C₂₃H₂₈N₂O₃
• Molecular Weight: 380.487

Synonyms:methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate

Chemical Property of methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate

Chemical Property:

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Technology Process of methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate

There total 4 articles about methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate 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: 74.0%

4-[(5,5,8,8-Tetramethyl-3-nitro-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoic acid methyl ester (155877-91-1) → methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate (155877-90-0)

Guidance literature:

With iron; ammonium chloride; In methanol; for 3.5h; Heating;

DOI:10.1021/jm00036a017

Reference yield:

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxylic acid (103031-30-7) → methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate (155877-90-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / HNO₃, H₂SO₄ / 1 h / Ambient temperature

2: thionyl chloride / 2 h / 55 °C

3: pyridine / diethyl ether

4: 74 percent / Fe, aq. NH₄Cl / methanol / 3.5 h / Heating

With pyridine; thionyl chloride; sulfuric acid; nitric acid; iron; ammonium chloride; In methanol; diethyl ether;

DOI:10.1021/jm00036a017

Reference yield:

5,5,8,8-Tetramethyl-3-nitro-5,6,7,8-tetrahydro-naphthalene-2-carbonyl chloride → methyl 4-<(3-amino)-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate (155877-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / diethyl ether

2: 74 percent / Fe, aq. NH₄Cl / methanol / 3.5 h / Heating

With pyridine; iron; ammonium chloride; In methanol; diethyl ether;

DOI:10.1021/jm00036a017

upstream raw materials:

4-[(5,5,8,8-Tetramethyl-3-nitro-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoic acid methyl ester

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxylic acid

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-3-nitro-2-naphthoic acid

Downstream raw materials:

4-(7,7,10,10-Tetramethyl-2,5-dioxo-1,2,3,5,7,8,9,10-octahydro-naphtho[2,3-e][1,4]diazepin-4-yl)-benzoic acid methyl ester

methyl 4-<3-(chloroacetamido) 5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxamido>benzoate

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