t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate

Base Information

• Chemical Name: t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate
• CAS No.: 798567-50-7
• Molecular Formula: C₃₁H₄₂F₃N₃O₁₁S
• Molecular Weight: 721.749
• Mol file: 798567-50-7.mol

Synonyms:t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate

Chemical Property of t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate

There total 4 articles about t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate 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: 60.0%

tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)ethylcarbamate (139115-92-7) + t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate (432515-23-6) → t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate (798567-50-7)

Guidance literature:

With di-isopropyl azodicarboxylate; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1016/j.bmc.2004.07.055

Reference yield:

3-(Trifluoromethyl)benzenesulfonyl chloride (777-44-6) → t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate (798567-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

2: 95 percent / acetic acid; nitric acid / 16 - 20 °C

3: 60 percent / DIAD; bis(diphenylphosphino)ethane / tetrahydrofuran / 20 h / 20 °C

With pyridine; di-isopropyl azodicarboxylate; nitric acid; acetic acid; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dichloromethane; 3: Mitsunobu reaction;

DOI:10.1016/j.bmc.2004.07.055

Reference yield:

Tyr(tBu) (16874-12-7,87553-74-0) → t-butyl O-[2-(2-(2-(N-t-butoxycarbonyl)-2-aminoethoxy)ethoxy)ethyl]-meta-nitro-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate (798567-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

2: 95 percent / acetic acid; nitric acid / 16 - 20 °C

3: 60 percent / DIAD; bis(diphenylphosphino)ethane / tetrahydrofuran / 20 h / 20 °C

With pyridine; di-isopropyl azodicarboxylate; nitric acid; acetic acid; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dichloromethane; 3: Mitsunobu reaction;

DOI:10.1016/j.bmc.2004.07.055

upstream raw materials:

tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)ethylcarbamate

t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate

3-(Trifluoromethyl)benzenesulfonyl chloride

Tyr(tBu)