cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

Base Information

Chemical Name:cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]
CAS No.:848780-52-9
Molecular Formula:C₆₁H₈₄N₆O₁₁Si
Molecular Weight:1105.46
Hs Code.:

Synonyms:cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

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Chemical Property of cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

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Technology Process of cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

There total 40 articles about cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile] 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: 77.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 370867-53-1
cyclo[Troc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

: 848780-52-9
cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

Guidance literature:: cyclo[Troc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]; With acetic acid; zinc; In tetrahydrofuran; for 4.5h;

di-tert-butyl dicarbonate; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 6h;
DOI:10.1016/j.tet.2004.12.009

Reference yield:

: 91229-97-9
(S)-2-[N-(tert-butoxycarbonyl)amino]-5-hydroxypentanoic acid benzyl ester

: 848780-52-9
cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

Guidance literature:: Multi-step reaction with 10 steps

1.1: 82 percent / Ag₂O / diethyl ether / 14 h

2.1: LiOH / tetrahydrofuran; H₂O / 12 h / 20 °C

3.1: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

4.1: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

5.1: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

6.1: 75 percent / imidazole / dimethylformamide / 13 h / 0 - 20 °C

7.1: morpholine / (PPh₃)4Pd / tetrahydrofuran / 2 h

8.1: HCl / dioxane / 1.5 h / 0 °C

9.1: 84 percent / pentafluorophenyl diphenylphosphinate; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

10.1: zinc; acetic acid / tetrahydrofuran / 4.5 h

10.2: 77 percent / triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009

Reference yield:

: 112196-58-4
(S)-methyl-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-((tert-butyldimethyl-silyl)oxy)phenyl)propanoate

: 848780-52-9
cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

Guidance literature:: Multi-step reaction with 12 steps

1.1: HCl / ethyl acetate / 1 h

2.1: 72 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 15 h / 4 °C

3.1: 100 percent / n-Bu₄NF / tetrahydrofuran / 1 h / 0 °C

4.1: HCl / dioxane / 0.5 h

5.1: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

6.1: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

7.1: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

8.1: 75 percent / imidazole / dimethylformamide / 13 h / 0 - 20 °C

9.1: morpholine / (PPh₃)4Pd / tetrahydrofuran / 2 h

10.1: HCl / dioxane / 1.5 h / 0 °C

11.1: 84 percent / pentafluorophenyl diphenylphosphinate; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

12.1: zinc; acetic acid / tetrahydrofuran / 4.5 h

12.2: 77 percent / triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

With morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; diethyl cyanophosphonate; pentafluorophenyl diphenyl-phosphinate; tetrabutyl ammonium fluoride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.12.009