phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

Base Information

• Chemical Name: phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate
• CAS No.: 144876-78-8
• Molecular Formula: C₃₆H₄₁N₅O₆
• Molecular Weight: 639.751
• Mol file: 144876-78-8.mol

Synonyms:phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

Chemical Property of phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-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 -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

There total 8 articles about phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-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: 29.0%

phenylmethyl -4-(1H-indol-3-ylmethyl)-1-<1-(methoxycarbonyl)cyclohexyl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-72-2) → phenylmethyl -<2-<<3-(1H-indol-3-yl)-2-methyl-2-<(4-oxo-3-oxa-1-azaspiro<4,5>dec-1-en-2-yl)amino>-1-oxopropyl>amino>-1-phenylethyl>carbamate (144876-80-2) + phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-78-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 40 ℃;

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

Reference yield:

1-aminocyclohexane carboxylic acid (2756-85-6) → phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-78-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / SOCl₂ / 4 h / Heating

2: 32 percent / NEt₃ / CH₂Cl₂ / 25 °C

3: 87 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

4: 69 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 40 °C

With lithium hydroxide; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;

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

Reference yield:

methyl 1-aminocyclohexanecarboxylate (4507-57-7) → phenylmethyl -1-(1-carboxycyclohexyl)-4-(1H-indol-3-ylmethyl)-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate (144876-78-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 32 percent / NEt₃ / CH₂Cl₂ / 25 °C

2: 87 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

3: 69 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 40 °C

With lithium hydroxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;

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

upstream raw materials:

phenylmethyl -4-(1H-indol-3-ylmethyl)-1-<1-(methoxycarbonyl)cyclohexyl>-4-methyl-2,5-dioxo-8-phenyl-1,3,6,9-tetraazadecan-10-oate

1-aminocyclohexane carboxylic acid

methyl 1-aminocyclohexanecarboxylate

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

Downstream raw materials:

4-methyl-1-(phenylmethyl) -N-<<1-<<<<1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-<<2-phenyl-2-<<(phenylmethoxy)carbonyl>amino>ethyl>amino>ethyl>amino>carbonyl>amino>cyclohexyl>carbonyl>-L-aspartate

<10R-(10α,14β,17α)>-10-(1H-indol-3-ylmethyl)-10-methyl-8,11,16,19-tetraoxo-14-phenyl-7,9,12,15,18-pentaazaspiro<5,13>nonadecane-17-acetic acid

<10R-(10α,14α,17α)>-10-(1H-indol-3-ylmethyl)-10-methyl-8,11,16,19-tetraoxo-14-phenyl-7,9,12,15,18-pentaazaspiro<5,13>nonadecane-17-acetic acid

4-methyl -N-<<1-<<<<2-<(2-amino-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>carbonyl>amino>cyclohexyl>carbonyl>-L-aspartate