methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate

Base Information

• Chemical Name: methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate
• CAS No.: 854472-54-1
• Molecular Formula: C₂₄H₁₇NO₄S
• Molecular Weight: 415.469

Synonyms:methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate

Chemical Property of methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate

Chemical Property:

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Technology Process of methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate

There total 4 articles about methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate 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:

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + 2,2-diphenyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzo[1,3]dioxole-4-carboxylic acid methyl ester (916599-66-1) → methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate (854472-54-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 16h; Heating;

DOI:10.1002/hlca.200690179

Reference yield:

methyl 6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylate (854472-28-9) → methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate (854472-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: [Pd(PPh₃)4]; AcOK / toluene / 4 h / Heating

2: 166 mg / Na₂CO₃; [Pd(PPh₃)4] / toluene; ethanol; H₂O / 16 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In ethanol; water; toluene; 2: Suzuki reaction;

DOI:10.1002/hlca.200690179

Reference yield:

Dichlorodiphenylmethane (2051-90-3) → methyl 2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylate (854472-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / 0.67 h / 160 °C

2: [Pd(PPh₃)4]; AcOK / toluene / 4 h / Heating

3: 166 mg / Na₂CO₃; [Pd(PPh₃)4] / toluene; ethanol; H₂O / 16 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In ethanol; water; toluene; 3: Suzuki reaction;

DOI:10.1002/hlca.200690179

upstream raw materials:

2-bromo-1,3-thiazole

2,2-diphenyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzo[1,3]dioxole-4-carboxylic acid methyl ester

methyl 6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylate

Dichlorodiphenylmethane

Downstream raw materials:

9-[(E)-5,6,7-trideoxy-7-({[2,2-diphenyl-6-(1,3-thiazole-2-yl)-1,3-benzodioxol-4-yl]carbonyl}amino)-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine

2,2-diphenyl-6-(1,3-thiazol-2-yl)-1,3-benzodioxole-4-carboxylic acid

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