*,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid

Base Information

• Chemical Name: *,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid
• CAS No.: 130406-60-9
• Molecular Formula: C₃₆H₄₄N₄O₆
• Molecular Weight: 628.769

Synonyms:*,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid

Chemical Property of *,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid

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Technology Process of *,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid

There total 8 articles about *,S^*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid 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:

1-adamantanol (700-57-2) → *,S*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid (130406-60-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: Et₃N / tetrahydrofuran / 0.25 h

3: LiOH*H₂O / H₂O; dioxane / 18 h / Ambient temperature

4: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

5: AcOH, H₂ / 10percent Pd/C / ethanol / 30 °C / 2585.7 Torr

6: ethyl acetate / 24 h / Heating

With pyridine; lithium hydroxide; 2,3,4,5,6-pentafluorophenol; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm00105a062

Reference yield:

2-adamantyl chloroformate (53120-53-9) → *,S*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid (130406-60-9)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 0.25 h

2: LiOH*H₂O / H₂O; dioxane / 18 h / Ambient temperature

3: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

4: AcOH, H₂ / 10percent Pd/C / ethanol / 30 °C / 2585.7 Torr

5: ethyl acetate / 24 h / Heating

With lithium hydroxide; 2,3,4,5,6-pentafluorophenol; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate;

DOI:10.1021/jm00105a062

Reference yield:

(R)-α-(azidomethyl)-2-phenylethanamine (130406-33-6) → *,S*)>-4-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-4-oxobutanoic acid (130406-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

2: AcOH, H₂ / 10percent Pd/C / ethanol / 30 °C / 2585.7 Torr

3: ethyl acetate / 24 h / Heating

With 2,3,4,5,6-pentafluorophenol; hydrogen; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1021/jm00105a062

upstream raw materials:

1-adamantanol

2-adamantyl chloroformate

(R)-α-(azidomethyl)-2-phenylethanamine

9H-fluoren-9-ylmethyl (R)-<1-(hydroxymethyl)-2-phenylethyl>carbamate

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