N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester

Base Information

• Chemical Name: N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester
• CAS No.: 863715-19-9
• Molecular Formula: C₄₄H₄₆N₂O₇
• Molecular Weight: 714.858

Synonyms:N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester

Chemical Property of N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester

Chemical Property:

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Technology Process of N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester

There total 3 articles about N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl 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: 92.0%

N-α-Fmoc-O-tert-butyl-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (863715-16-6) → N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (863715-19-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2005.05.078

Reference yield:

Fmoc-D-Tyr(O-tBu)-OH (118488-18-9,204384-67-8) → N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (863715-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / DIEA; diisopropylcarbodiimide; HOBt / CH₂Cl₂ / 18 h / 20 °C

2: 92 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tet.2005.05.078

Reference yield:

4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl alcohol (172611-73-3) → N-α-Fmoc-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (863715-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / DIEA; diisopropylcarbodiimide; HOBt / CH₂Cl₂ / 18 h / 20 °C

2: 92 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tet.2005.05.078

upstream raw materials:

N-α-Fmoc-O-tert-butyl-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester

Fmoc-D-Tyr(O-tBu)-OH

4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl alcohol

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