7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

Base Information

Chemical Name:7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester
CAS No.:189245-02-1
Molecular Formula:C₃₅H₄₂N₄O₈
Molecular Weight:646.74
Hs Code.:

Synonyms:7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

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Chemical Property of 7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

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Technology Process of 7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

There total 7 articles about 7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester 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:

: 1517-69-7
(R)-1-phenylethanol

: 326854-53-9
C₂₉H₃₆N₄O₉

: 189245-02-1
7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

Guidance literature:: C₂₉H₃₆N₄O₉; With ethylaluminum dichloride; In hexane; dichloromethane; at -78 ℃; for 0.166667h;

(R)-1-phenylethanol; With N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0957-4166(00)00350-5

Reference yield:

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

: 189245-02-1
7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 81 percent / aq. NaHCO₃ / tetrahydrofuran / 6 h / 65 °C

2.1: DCC / acetonitrile; tetrahydrofuran / 16 h / 20 °C

3.1: NH₃ / dimethylformamide / 2 h / 20 °C

4.1: 89 percent / tetrahydrofuran / 20 h / 40 °C

5.1: pyridine / CH₂Cl₂ / 1 h / 20 °C

6.1: EtAlCl₂ / CH₂Cl₂; hexane / 0.17 h / -78 °C

6.2: diisopropylethylamine / hexane; CH₂Cl₂ / 16 h / 20 °C

With pyridine; ammonia; ethylaluminum dichloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Esterification / 3.1: ammonolysis / 4.1: Addition / 5.1: Acetylation / 6.1: complexation / 6.2: Substitution;
DOI:10.1016/S0957-4166(00)00350-5

Reference yield:

: 189245-01-0
7-[N,N'-bis(benzyloxycarbonyl)-N-(guanidinoheptanoyl)]-α-hydroxyglycine

: 189245-02-1
7-[N,N'-bis(benzyloxycarbonyl)guanidino]heptanoyl-(RS)-2-[(R)-sec-phenethoxy]glycine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / CH₂Cl₂ / 1 h / 20 °C

2.1: EtAlCl₂ / CH₂Cl₂; hexane / 0.17 h / -78 °C

2.2: diisopropylethylamine / hexane; CH₂Cl₂ / 16 h / 20 °C

With pyridine; ethylaluminum dichloride; In hexane; dichloromethane; 1.1: Acetylation / 2.1: complexation / 2.2: Substitution;
DOI:10.1016/S0957-4166(00)00350-5