N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Base Information

Chemical Name:N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester
CAS No.:216502-89-5
Molecular Formula:C₃₈H₅₄F₃N₅O₁₀S
Molecular Weight:829.935
Hs Code.:

Synonyms:N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

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Chemical Property of N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

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Technology Process of N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

There total 13 articles about N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-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: 24.0%

: 216502-87-3
t-butyl O-methyl-meta-amino-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate

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

: 216502-89-5
N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1016/S0968-0896(98)00083-2

Reference yield:

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

: 216502-89-5
N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / NaH / tetrahydrofuran / 6 h / 80 °C

2: 98 percent / Et₃N / CH₂Cl₂ / 20 h / 20 °C

3: 94 percent / H₂ / Pd/C / ethanol; ethyl acetate / 18 h / 20 °C / 2068.6 Torr

4: 98 percent / SOCl₂ / CH₂Cl₂ / 1.5 h

5: 24 percent / pyridine / CH₂Cl₂ / 20 h / 20 °C

With pyridine; thionyl chloride; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0968-0896(98)00083-2

Reference yield:

: 777-44-6
3-(Trifluoromethyl)benzenesulfonyl chloride

: 216502-89-5
N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / Et₃N / CH₂Cl₂ / 20 h / 20 °C

2: 91 percent / H₂ / PtO₂ / methanol / 17 h / 20 °C / 2068.6 Torr

3: 24 percent / pyridine / CH₂Cl₂ / 20 h / 20 °C

With pyridine; hydrogen; triethylamine; platinum(IV) oxide; In methanol; dichloromethane;
DOI:10.1016/S0968-0896(98)00083-2