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

Base Information

• Chemical Name: N-α-Fmoc-O-tert-butyl-D-tyrosine 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester
• CAS No.: 863715-16-6
• Molecular Formula: C₄₈H₅₄N₂O₇
• Molecular Weight: 770.966
• Mol file: 863715-16-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about N-α-Fmoc-O-tert-butyl-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: 80.0%

Fmoc-D-Tyr(O-tBu)-OH (118488-18-9,204384-67-8) + 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl alcohol (172611-73-3) → 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)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2005.05.078

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:

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

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

2: 52 percent / DEAD; PPh₃ / CH₂Cl₂ / 48 h / 20 °C

With triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In dichloromethane;

DOI:10.1016/j.tet.2005.05.078

upstream raw materials:

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

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

Downstream raw materials:

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