2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester

Base Information

• Chemical Name: 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester
• CAS No.: 223125-39-1
• Molecular Formula: C₁₈H₂₅NO₃
• Molecular Weight: 303.401

Synonyms:2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester

Chemical Property of 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester

Chemical Property:

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Technology Process of 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester

There total 3 articles about 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl 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: 92.0%

2-Methylamino-benzoic acid (2E,6E)-2,6-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dienyl ester (223125-35-7) → 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester (223125-39-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 65 ℃; for 3h;

Reference yield:

(2E,6E)-2,6-dimethyl-8-((tetrahydro-2H-pyran-2-yl)oxy)octa-2,6-dien-1-ol (66408-80-8,70238-39-0,80444-67-3,143590-48-1,38290-53-8) → 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester (223125-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / DMAP; Et₃N / dimethylformamide / 3.5 h / 65 °C

2: 92 percent / PPTS / ethanol / 3 h / 60 °C

With dmap; pyridinium p-toluenesulfonate; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja002723o

Reference yield:

N-Methylisatoic anhydride (10328-92-4) → 2-Methylamino-benzoic acid (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienyl ester (223125-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / DMAP; Et₃N / dimethylformamide / 3.5 h / 65 °C

2: 92 percent / PPTS / ethanol / 3 h / 60 °C

With dmap; pyridinium p-toluenesulfonate; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja002723o

upstream raw materials:

2-Methylamino-benzoic acid (2E,6E)-2,6-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dienyl ester

(2E,6E)-2,6-dimethyl-8-((tetrahydro-2H-pyran-2-yl)oxy)octa-2,6-dien-1-ol

N-Methylisatoic anhydride

Downstream raw materials:

(E,E)-8-O-(2-N-methyl-aminobenzoyl)-3,7-dimethyl-2,6-octadiene-1-chloride

2-Methylamino-benzoic acid (2E,6E)-8-((R)-2-amino-2-methoxycarbonyl-ethylsulfanyl)-2,6-dimethyl-octa-2,6-dienyl ester

2-Methylamino-benzoic acid (2E,6E)-8-{(R)-2-[((S)-1-{(S)-2-[2-((S)-2-amino-4-methylsulfanyl-butyrylamino)-acetylamino]-4-methyl-pentanoyl}-pyrrolidine-2-carbonyl)-amino]-2-methoxycarbonyl-ethylsulfanyl}-2,6-dimethyl-octa-2,6-dienyl ester

2-methylamino-benzoic acid 8-(2-{[1-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanyl-butyrylamino]-acetylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-amino}-2-methoxycarbonyl-ethylsulfanyl)-2,6-dimethyl-octa-2,6-dienyl ester

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