N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide

Base Information

• Chemical Name: N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide
• CAS No.: 458531-96-9
• Molecular Formula: C₂₇H₄₂N₄O₇S
• Molecular Weight: 566.719

Synonyms:N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide

Chemical Property of N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide

Chemical Property:

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Technology Process of N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide

There total 5 articles about N^α-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide 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:

di-tert-butyl dicarbonate (24424-99-5) → Nα-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide (458531-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1 N aq. NaOH / acetone / 14 h / 4 °C

2: 79 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: dimethylformamide / 48 h / 20 °C

With pyridine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1248/cpb.50.239

Reference yield:

(R)-3-(tert-butoxycarbonylamino)-2-hydroxypropanoic acid (52558-23-3) → Nα-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide (458531-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: dimethylformamide / 48 h / 20 °C

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.239

Reference yield:

Boc-Leu-Tyr(Me)-NHMe → Nα-[3-(tert-butyloxycarbonyl)-2(S)-(acetylsulfanyl)propionyl]-leucyl-O-methyl-tyrosine N-methylamide (458531-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / ethyl acetate

2: 79 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: dimethylformamide / 48 h / 20 °C

With pyridine; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.239

upstream raw materials:

di-tert-butyl dicarbonate

(R)-3-(tert-butoxycarbonylamino)-2-hydroxypropanoic acid

N^α-[3-(tert-butyloxycarbonyl)-2(R)-hydroxypropionyl]-leucyl-O-methyl-tyrosine N-methylamide

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