phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

Base Information

• Chemical Name: phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate
• CAS No.: 144876-73-3
• Molecular Formula: C₄₁H₄₇N₅O₆
• Molecular Weight: 705.854
• Mol file: 144876-73-3.mol

Synonyms:phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

Chemical Property of phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

There total 8 articles about phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.1^3,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate 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: 92.0%

methyl 2-isocyanato-2-adamantane carboxylate (144876-61-9) + phenylmethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate (144876-63-1) → phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.13,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-73-3)

Guidance literature:

In tetrahydrofuran; toluene; at 80 - 100 ℃; for 16h;

DOI:10.1016/S0040-4020(01)86596-0

Reference yield:

2-amino-2-adamantanecarboxylic acid (42381-05-5) → phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.13,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-73-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 16 percent / NaOH / H₂O; dioxane

2: 82 percent / diethyl ether; tetrahydrofuran / 1 h / 25 °C

3: 93 percent / H₂ / 20percent Pd-(OH)2/C / propan-2-ol / 24 h / 60 °C / 3102.9 Torr

4: 98 percent / NEt₃ / tetrahydrofuran / 4 h / 25 °C

5: 92 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

With sodium hydroxide; hydrogen; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; isopropyl alcohol; toluene;

DOI:10.1016/S0040-4020(01)86596-0

Reference yield:

2-N-benzyloxycarbonylamino-2-hydroxycarbonyl-adamantane (144876-66-4) → phenylmethyl-4-(1H-indol-3-ylmethyl)-1-<2-(methoxycarbonyl)tricyclo<3.3.1.13,7>-dec-2-yl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-73-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / diethyl ether; tetrahydrofuran / 1 h / 25 °C

2: 93 percent / H₂ / 20percent Pd-(OH)2/C / propan-2-ol / 24 h / 60 °C / 3102.9 Torr

3: 98 percent / NEt₃ / tetrahydrofuran / 4 h / 25 °C

4: 92 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

With hydrogen; triethylamine; palladium hydroxide - carbon; In tetrahydrofuran; diethyl ether; isopropyl alcohol; toluene;

DOI:10.1016/S0040-4020(01)86596-0

upstream raw materials:

methyl 2-isocyanato-2-adamantane carboxylate

phenylmethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate

2-amino-2-adamantanecarboxylic acid

((S)-2-Amino-1-phenyl-ethyl)-carbamic acid benzyl ester

Downstream raw materials:

phenylmethyl -<2-<<3-(1H-indol-3-yl)-2-methyl-2-<(5-oxo-spiro3,5>octan>-2-yl)-amino>propyl>amino>-1-phenylethyl>carbamate