2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one

Base Information

• Chemical Name: 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one
• CAS No.: 336107-55-2
• Molecular Formula: C₂₅H₂₃NO₄S
• Molecular Weight: 433.528

Synonyms:2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one

Chemical Property of 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one

Chemical Property:

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Technology Process of 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one

There total 4 articles about 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 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: 43.0%

saccharin (81-07-2) + 3-(biphenyl-4-yloxymethyl)-pent-4-en-1-ol (336107-47-2) → 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (336107-55-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0960-894X(00)00646-6

Reference yield:

4-Phenylphenol (92-69-3) → 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (336107-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: K₂CO₃ / 96 h / 20 °C

1.2: N(nBu)4OAc / acetone / Heating

1.3: 51 percent / MeOH; NaOH / 12 h / 20 °C

2.1: 87 percent / 12 h / Heating

3.1: 95 percent / LAH / diethyl ether / 48 h / -78 °C

4.1: 43 percent / PPh₃; DIAD / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; 2.1: Claisen rearrangement / 4.1: Mitsunobu substitution;

DOI:10.1016/S0960-894X(00)00646-6

Reference yield:

(E)-4-(Biphenyl-4-yloxy)-but-2-en-1-ol → 2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (336107-55-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / 12 h / Heating

2: 95 percent / LAH / diethyl ether / 48 h / -78 °C

3: 43 percent / PPh₃; DIAD / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; diethyl ether; 1: Claisen rearrangement / 3: Mitsunobu substitution;

DOI:10.1016/S0960-894X(00)00646-6

upstream raw materials:

saccharin

3-(biphenyl-4-yloxymethyl)-pent-4-en-1-ol

4-Phenylphenol

3-(biphenyl-4-yloxymethyl)-pent-4-enoic acid ethyl ester

Downstream raw materials:

2-(biphenyl-4-yloxymethyl)-4-(1,1,3-trioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-butyric acid

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