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

Base Information

• Chemical Name: (E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic acid ethyl ester
• CAS No.: 129649-03-2
• Molecular Formula: C₂₈H₃₃NO₄S
• Molecular Weight: 479.64

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

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

Chemical Property:

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

There total 10 articles about (E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic 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:

methyl 6-isopropyl-2-oxo-2H-cycloheptafuran-3-carboxylate (106021-18-5) → (E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic acid ethyl ester (129649-03-2)

Guidance literature:

Multi-step reaction with 8 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

With morpholine; aluminium trichloride; phosphoric acid; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; 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 ethyl ester (129649-03-2)

Guidance literature:

Multi-step reaction with 8 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

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

DOI:10.1021/jm00059a001

Reference yield:

3-(4-Benzyloxy-butyl)-6-isopropyl-azulene-1-carboxylic acid methyl ester (129648-73-3) → (E)-3-<4-<(phenylsulfonyl)amino>butyl>-6-isopropylazulene-1-acrylic acid ethyl ester (129649-03-2)

Guidance literature:

Multi-step reaction with 7 steps

1: AlCl₃ / various solvent(s) / 0 °C

2: 96.8 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 12 h / Ambient temperature

3: hydrazine hydrate / ethanol / 2 h / Heating

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

5: 93.1 percent / phosphoric acid / 0.33 h / 120 °C

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

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

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

DOI:10.1021/jm00059a001

upstream raw materials:

diethoxyphosphoryl-acetic 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

Downstream raw materials:

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

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