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

Base Information

• Chemical Name: phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate
• CAS No.: 144876-74-4
• Molecular Formula: C₄₀H₅₁N₅O₆Si
• Molecular Weight: 725.96

Synonyms:phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate

Chemical Property of phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate

Chemical Property:

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Safty Information:

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Technology Process of phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate

There total 7 articles about phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-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: 81.0%

2-(trimethylsilyl)ethyl-1-isocyanato-1-cyclohexane carboxylate (144876-60-8) + phenylmethyl -<2-<<2-amino-3-(1H-indol-3-yl)-1-oxopropyl>amino>-1-phenylethyl>carbamate (144876-62-0) → phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate (144876-74-4)

Guidance literature:

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

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

Reference yield:

1-aminocyclohexane carboxylic acid (2756-85-6) → phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate (144876-74-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 52 percent

2: 68 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine / acetonitrile; dimethylformamide / 24 h / Ambient temperature

3: 99 percent / H₂ / 20percent Pd(OH)2/C / propan-2-ol / 17 h / 25 °C / 2327.2 Torr

4: 96 percent / NEt₃ / tetrahydrofuran / 25 °C

5: 81 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

With dmap; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile;

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

Reference yield:

1-Benzyloxycarbonylamino-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester (144876-64-2) → phenylmethyl -4-(1H-indol-3-ylmethyl)-2,5-dioxo-8-phenyl-1-<1-<<2-(triemthylsilyl)ethoxy>carbonyl>cyclohexyl>-1,3,6,9-tetraazadecan-10-oate (144876-74-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / H₂ / 20percent Pd(OH)2/C / propan-2-ol / 17 h / 25 °C / 2327.2 Torr

2: 96 percent / NEt₃ / tetrahydrofuran / 25 °C

3: 81 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

With hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; isopropyl alcohol; toluene;

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

upstream raw materials:

2-(trimethylsilyl)ethyl-1-isocyanato-1-cyclohexane carboxylate

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

1-aminocyclohexane carboxylic acid

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

Downstream raw materials:

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

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

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

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

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