t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

Base Information

Chemical Name:t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate
CAS No.:743442-80-0
Molecular Formula:C₅₀H₅₉N₅O₈SSi
Molecular Weight:918.199
Hs Code.:

t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

Synonyms:t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

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Chemical Property of t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

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Technology Process of t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

There total 9 articles about t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 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:

: 25508-20-7
N,N'-dibenzyloxycarbonyl-(S)-methyl-isothiourea

: 5-amino-2-(9-phenyl-9H-fluoren-9-ylamino)-4-(2-trimethylsilanyl-ethanesulfonylamino)-pentanoic acid tert-butyl ester

: 743442-80-0
t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

Guidance literature:: With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 84h;
DOI:10.1016/j.tet.2004.05.034

Reference yield:

: 16338-48-0
L-allylglycine

: 743442-80-0
t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Me₃SiCl / CH₂Cl₂ / 2 h / Heating

1.2: 61 percent / Et₃N; Pb(NO₃)2 / CH₂Cl₂ / 84 h / 20 °C

2.1: 87 percent / CH₂Cl₂; cyclohexane / 72 h / 20 °C

3.1: 28 percent / 3 Angstroem molecular sieves; Cu(CH₃CN)4PF₆; iodosylbenzene / acetonitrile / 20 °C

4.1: NaN₃; BF₃*OEt₂ / dimethylformamide / 80 h / 65 °C

5.1: Ph₃P; H₂O / tetrahydrofuran / 20 h / 20 °C

6.1: 125 mg / Et₃N; HgCl₂ / dimethylformamide / 84 h / 20 °C

With chloro-trimethyl-silane; sodium azide; tetrakis(actonitrile)copper(I) hexafluorophosphate; iodosylbenzene; 3 A molecular sieve; boron trifluoride diethyl etherate; water; triethylamine; triphenylphosphine; mercury dichloride; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.05.034

Reference yield:

: 55135-66-5
9-bromo-9-phenyl-9H-fluorene

: 743442-80-0
t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Me₃SiCl / CH₂Cl₂ / 2 h / Heating

1.2: 61 percent / Et₃N; Pb(NO₃)2 / CH₂Cl₂ / 84 h / 20 °C

2.1: 87 percent / CH₂Cl₂; cyclohexane / 72 h / 20 °C

3.1: 28 percent / 3 Angstroem molecular sieves; Cu(CH₃CN)4PF₆; iodosylbenzene / acetonitrile / 20 °C

4.1: NaN₃; BF₃*OEt₂ / dimethylformamide / 80 h / 65 °C

5.1: Ph₃P; H₂O / tetrahydrofuran / 20 h / 20 °C

6.1: 125 mg / Et₃N; HgCl₂ / dimethylformamide / 84 h / 20 °C

With chloro-trimethyl-silane; sodium azide; tetrakis(actonitrile)copper(I) hexafluorophosphate; iodosylbenzene; 3 A molecular sieve; boron trifluoride diethyl etherate; water; triethylamine; triphenylphosphine; mercury dichloride; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.05.034