*,R^*)>-3-<<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>-3-oxopropanoic acid

Base Information

• Chemical Name: *,R^*)>-3-<<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>-3-oxopropanoic acid
• CAS No.: 130406-72-3
• Molecular Formula: C₃₄H₄₀N₄O₆
• Molecular Weight: 600.715

Synonyms:*,R^*)>-3-<<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>-3-oxopropanoic acid

Chemical Property of *,R^*)>-3-<<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>-3-oxopropanoic acid

Chemical Property:

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Technology Process of *,R^*)>-3-<<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>-3-oxopropanoic acid

There total 12 articles about *,R^*)>-3-<<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>-3-oxopropanoic 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: 69.0%

tricyclo<3.3.1.13,7>dec-2-yl *,R*)>-3-(1H-indol-3-ylmethyl)-3-methyl-4,9,11-trioxo-7-phenyl-12-oxa-2,5,8-triazatridecanoate (130406-66-5) → *,R*)>-3-<<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>-3-oxopropanoic acid (130406-72-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 4.5h;

DOI:10.1021/jm00105a062

Reference yield:

1-adamantanol (700-57-2) → *,R*)>-3-<<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>-3-oxopropanoic acid (130406-72-3)

Guidance literature:

Multi-step reaction with 7 steps

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

2: 89 percent / Et₃N / tetrahydrofuran / 0.25 h

3: 90 percent / LiOH / H₂O; dioxane / 18 h / Ambient temperature

4: 1.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h

5: 89 percent / H₂ / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr

6: 43 percent / Et₃N / ethyl acetate / 4 h / Ambient temperature

7: 69 percent / 0.1 M aq. LiOH / tetrahydrofuran / 4.5 h / 0 °C

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) → *,R*)>-3-<<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>-3-oxopropanoic acid (130406-72-3)

Guidance literature:

Multi-step reaction with 8 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: 89 percent / H₂ / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr

7: 43 percent / Et₃N / ethyl acetate / 4 h / Ambient temperature

8: 69 percent / 0.1 M aq. LiOH / tetrahydrofuran / 4.5 h / 0 °C

With lithium hydroxide; 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

upstream raw materials:

tricyclo<3.3.1.1^3,7>dec-2-yl *,R^*)>-3-(1H-indol-3-ylmethyl)-3-methyl-4,9,11-trioxo-7-phenyl-12-oxa-2,5,8-triazatridecanoate

1-adamantanol

D-2-phenylglycinol

2-adamantyl chloroformate

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