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

Base Information

• Chemical Name: t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate
• CAS No.: 432515-23-6
• Molecular Formula: C₂₀H₂₁F₃N₂O₇S
• Molecular Weight: 490.457

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

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

Chemical Property:

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

There total 3 articles about t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate 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: 98.0%

(S)-t-butyl 3-(4-hydroxyphenyl)-2-(3-trifluoromethylbenzenesulfonylamino)propionate (432515-20-3) → t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate (432515-23-6)

Guidance literature:

With nitric acid; In acetic acid; at 15 - 19 ℃; for 1.25h; optical yield given as %ee;

DOI:10.1021/jm901133z

Reference yield:

Tyr(tBu) (16874-12-7,87553-74-0) → t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate (432515-23-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; nitric acid; acetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2004.07.055

Reference yield:

3-(Trifluoromethyl)benzenesulfonyl chloride (777-44-6) → t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate (432515-23-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; nitric acid; acetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2004.07.055

upstream raw materials:

(S)-t-butyl 3-(4-hydroxyphenyl)-2-(3-trifluoromethylbenzenesulfonylamino)propionate

3-(Trifluoromethyl)benzenesulfonyl chloride

Tyr(tBu)

Downstream raw materials:

(S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

(S)-t-butyl 3-(4-(3-t-butoxycarbonylaminopropoxy)-3-nitrophenyl)-2-(3-(trifluoromethyl)phenylsulfonamido)propionate

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

(S)-t-butyl 3-(4-(3-t-butoxycarbonylaminopropoxy)-3-aminophenyl)-2-(3-(trifluoromethyl)phenylsulfonamido)propionate

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