*,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>-1-phenylethyl>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>-1-phenylethyl>amino>-4-oxobutanoic acid
• CAS No.: 130406-70-1
• Molecular Formula: C₃₅H₄₂N₄O₆
• Molecular Weight: 614.742

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>-1-phenylethyl>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>-1-phenylethyl>amino>-4-oxobutanoic acid

Chemical Property:

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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>-1-phenylethyl>amino>-4-oxobutanoic acid

There total 10 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>-1-phenylethyl>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>-1-phenylethyl>amino>-4-oxobutanoic acid (130406-70-1)

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.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h

5: H₂ / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr

6: ethyl acetate / 24 h / Ambient temperature

With pyridine; lithium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm00105a062

Reference yield:

D-2-phenylglycinol (56613-80-0) → *,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>-1-phenylethyl>amino>-4-oxobutanoic acid (130406-70-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / Et₃N / tetrahydrofuran / 18 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

3: NaN₃ / dimethylformamide / 3 h / 80 °C

4: Lindlar catalyst, H₂ / ethyl acetate / 6 h / 30 °C / 2327.2 Torr

5: 1.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h

6: H₂ / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr

7: ethyl acetate / 24 h / Ambient temperature

With Lindlar's catalyst; sodium azide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

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>-1-phenylethyl>amino>-4-oxobutanoic acid (130406-70-1)

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.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h

4: H₂ / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr

5: ethyl acetate / 24 h / Ambient temperature

With lithium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate;

DOI:10.1021/jm00105a062

upstream raw materials:

1-adamantanol

D-2-phenylglycinol

2-adamantyl chloroformate

[(S)-1-((R)-2-Benzyloxycarbonylamino-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

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