(6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-triene-5,8,11-trione

Base Information

• Chemical Name: (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-triene-5,8,11-trione
• CAS No.: 84133-20-0
• Molecular Formula: C₃₄H₄₂N₄O₄Se
• Molecular Weight: 649.692

Synonyms:

Chemical Property of (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-triene-5,8,11-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-triene-5,8,11-trione

There total 7 articles about (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-triene-5,8,11-trione 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:

H-(S)-Ile-(S)-Phe-OCH3 (54793-60-1) → (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1(18),14,16-triene-5,8,11-trione (84133-20-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) NaOH, 2) DCCD / 1) H₂O/dioxane, r.t., 4h, 2) CH₂Cl₂, 0 deg C, 10h

2: NaOH / H₂O; dioxane / 4 h / Ambient temperature

3: DCCD / CH₂Cl₂ / 10 h / 0 °C

4: 85 percent / H₂ / Pd / dioxane / 5 h / 95 °C

5: pyridine / 20 h / Ambient temperature

6: trifluoroacetic acid / 20 h / 50 °C

With sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium; In 1,4-dioxane; pyridine; dichloromethane; water; trifluoroacetic acid;

Reference yield:

(S)-2-{(2S,3S)-2-[3-[5-(2-Benzyloxycarbonylamino-1-hydroxy-ethyl)-2-methoxy-phenyl]-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-pentanoylamino}-3-phenyl-propionic acid (84133-16-4) → (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1(18),14,16-triene-5,8,11-trione (84133-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: DCCD / CH₂Cl₂ / 10 h / 0 °C

2: 85 percent / H₂ / Pd / dioxane / 5 h / 95 °C

3: pyridine / 20 h / Ambient temperature

4: trifluoroacetic acid / 20 h / 50 °C

With hydrogen; dicyclohexyl-carbodiimide; palladium; In 1,4-dioxane; pyridine; dichloromethane; trifluoroacetic acid;

Reference yield:

(S)-2-{(2S,3S)-2-[3-[5-(2-Benzyloxycarbonylamino-1-hydroxy-ethyl)-2-methoxy-phenyl]-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester (84133-15-3) → (6S,9S)-6-Benzyl-9-((S)-sec-butyl)-15-methoxy-12-methylamino-2-phenylselanyl-4,7,10-triaza-bicyclo[12.3.1]octadeca-1(18),14,16-triene-5,8,11-trione (84133-20-0)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOH / H₂O; dioxane / 4 h / Ambient temperature

2: DCCD / CH₂Cl₂ / 10 h / 0 °C

3: 85 percent / H₂ / Pd / dioxane / 5 h / 95 °C

4: pyridine / 20 h / Ambient temperature

5: trifluoroacetic acid / 20 h / 50 °C

With sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium; In 1,4-dioxane; pyridine; dichloromethane; water; trifluoroacetic acid;

upstream raw materials:

Benzeneselenol

Acetic acid (6S,9S)-6-benzyl-12-(tert-butoxycarbonyl-methyl-amino)-9-((S)-sec-butyl)-15-methoxy-5,8,11-trioxo-4,7,10-triaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,14,16-trien-2-yl ester

H-(S)-Ile-(S)-Phe-OCH₃

(S)-2-{(2S,3S)-2-[3-[5-(2-Benzyloxycarbonylamino-1-hydroxy-ethyl)-2-methoxy-phenyl]-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-pentanoylamino}-3-phenyl-propionic acid

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