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

Base Information

• Chemical Name: 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
• CAS No.: 330641-33-3
• Molecular Formula: C₄₀H₆₂N₆O₈S₂
• Molecular Weight: 819.1
• Mol file: 330641-33-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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: 93.0%

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 (330641-30-0) → 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 (330641-33-3)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/ja002723o

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-{(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 (330641-33-3)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: 92 percent / N-chlorosuccinimide; Me₂S / CH₂Cl₂ / 2.25 h / -40 - 20 °C

4: 89 percent / tetrahydrofuran; liquid ammonia / -40 - 20 °C

5: 68 percent / HOBt; EDC / CH₂Cl₂ / 18 h / 20 °C

6: 93 percent / piperidine / CH₂Cl₂ / 18 h / 20 °C

With piperidine; dmap; N-chloro-succinimide; dimethylsulfide; pyridinium p-toluenesulfonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ammonia; N,N-dimethyl-formamide;

DOI:10.1021/ja002723o

Reference yield:

N-Methylisatoic anhydride (10328-92-4) → 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 (330641-33-3)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: 92 percent / N-chlorosuccinimide; Me₂S / CH₂Cl₂ / 2.25 h / -40 - 20 °C

4: 89 percent / tetrahydrofuran; liquid ammonia / -40 - 20 °C

5: 68 percent / HOBt; EDC / CH₂Cl₂ / 18 h / 20 °C

6: 93 percent / piperidine / CH₂Cl₂ / 18 h / 20 °C

With piperidine; dmap; N-chloro-succinimide; dimethylsulfide; pyridinium p-toluenesulfonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ammonia; N,N-dimethyl-formamide;

DOI:10.1021/ja002723o

upstream raw materials:

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

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

N-Methylisatoic anhydride

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Downstream raw materials:

C₅₀H₇₃N₇O₁₁S₂

C₅₉H₈₉N₉O₁₃S₄

C₇₁H₁₁₃N₉O₁₃S₃