N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Base Information

Chemical Name:N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester
CAS No.:216502-95-3
Molecular Formula:C₄₀H₆₃F₃N₆O₁₁
Molecular Weight:860.969
Hs Code.:

N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Synonyms:N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

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Chemical Property of N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

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Technology Process of N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

There total 11 articles about N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester 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: 51.0%

: 216502-93-1
(S)-3-[3-Amino-4-(3-tert-butoxycarbonylamino-propoxy)-phenyl]-2-(2,2,2-trifluoro-acetylamino)-propionic acid tert-butyl ester

: 6-(N,N'-diterbutoxycarbonyl)-guanidino-caproyl chloride hydrochloride

: 216502-95-3
N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: With pyridine; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1016/S0968-0896(98)00083-2

Reference yield:

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

: 216502-95-3
N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / NaOH / 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

2: 78 percent / K₂CO₃, <18-c-6>crown-ether / acetonitrile / 22 h / Heating

3: 82 percent / H₂ / PtO₂ / methanol / 5 h / 20 °C / 2585.7 Torr

4: 51 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; sodium hydroxide; 18-crown-6 ether; hydrogen; potassium carbonate; platinum(IV) oxide; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0968-0896(98)00083-2

Reference yield:

: 16874-12-7,87553-74-0
Tyr(tBu)

: 216502-95-3
N-(trifluoroacetyl)-O-[N-(tertbutoxycarbonyl)-3-aminopropyl]-ortho-[6-(N,N'-diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) conc. HNO₃, AcOH / 1.) room temperature, 30 min, 2.) 10-14 deg C, 75 min

2: 78 percent / K₂CO₃, <18-c-6>crown-ether / acetonitrile / 22 h / Heating

3: 82 percent / H₂ / PtO₂ / methanol / 5 h / 20 °C / 2585.7 Torr

4: 51 percent / pyridine / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; 18-crown-6 ether; hydrogen; nitric acid; potassium carbonate; acetic acid; platinum(IV) oxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(98)00083-2