(E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid

Base Information

• Chemical Name: (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid
• CAS No.: 129649-04-3
• Molecular Formula: C₂₆H₂₉NO₄S
• Molecular Weight: 451.587

Synonyms:(E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid

Chemical Property of (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid

Chemical Property:

Purity/Quality:

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Technology Process of (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid

There total 12 articles about (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic 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: 94.0%

(E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic acid ethyl ester (129649-03-2) → (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid (129649-04-3)

Guidance literature:

With sodium hydroxide; In methanol; for 14h; Ambient temperature;

DOI:10.1021/jm00059a001

Reference yield:

methyl 6-isopropyl-2-oxo-2H-cycloheptafuran-3-carboxylate (106021-18-5) → (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid (129649-04-3)

Guidance literature:

Multi-step reaction with 9 steps

1: morpholine / ethanol / Heating

2: AlCl₃ / various solvent(s) / 0 °C

3: 96.8 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 12 h / Ambient temperature

4: hydrazine hydrate / ethanol / 2 h / Heating

5: aq. NaHCO₃ / acetone / 0.5 h / 0 °C

6: 93.1 percent / phosphoric acid / 0.33 h / 120 °C

7: 1.) POCl₃ / 1.) 0 deg C, 30 min, 2.) DMF, 30 min

8: 1.) NaH / 1.) THF, 0 deg C, 20 min, 2.) THF, RT, 2 h

9: 94 percent / 10percent aq. NaOH / methanol / 14 h / Ambient temperature

With morpholine; sodium hydroxide; aluminium trichloride; phosphoric acid; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; acetone;

DOI:10.1021/jm00059a001

Reference yield:

6-benzyloxy-1-hexanal (101492-91-5) → (E)-3-{4-[(phenylsulfonyl)amino]butyl}-6-isopropylazulene-1-acrylic acid (129649-04-3)

Guidance literature:

Multi-step reaction with 9 steps

1: morpholine / ethanol / Heating

2: AlCl₃ / various solvent(s) / 0 °C

3: 96.8 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 12 h / Ambient temperature

4: hydrazine hydrate / ethanol / 2 h / Heating

5: aq. NaHCO₃ / acetone / 0.5 h / 0 °C

6: 93.1 percent / phosphoric acid / 0.33 h / 120 °C

7: 1.) POCl₃ / 1.) 0 deg C, 30 min, 2.) DMF, 30 min

8: 1.) NaH / 1.) THF, 0 deg C, 20 min, 2.) THF, RT, 2 h

9: 94 percent / 10percent aq. NaOH / methanol / 14 h / Ambient temperature

With morpholine; sodium hydroxide; aluminium trichloride; phosphoric acid; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; acetone;

DOI:10.1021/jm00059a001

upstream raw materials:

(E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic acid ethyl ester

methyl 6-isopropyl-2-oxo-2H-cycloheptafuran-3-carboxylate

6-benzyloxy-1-hexanal

3-(4-Benzyloxy-butyl)-6-isopropyl-azulene-1-carboxylic acid methyl ester

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