(Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene

Base Information

• Chemical Name: (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene
• CAS No.: 1425647-31-9
• Molecular Formula: C₁₄H₁₆F₃NO₂
• Molecular Weight: 287.282
• Mol file: 1425647-31-9.mol

Synonyms:(Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene

Chemical Property of (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene

There total 3 articles about (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene 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: 93.0%

Togni's reagent II (887144-94-7) + potassium (E)-(2-(3-tert-butoxycarbonylaminophenyl)ethenyl)trifluoroborate → (E)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-29-5) + (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-31-9)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In methanol; at 20 ℃; for 5h; stereoselective reaction; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1039/c3cc39235j

Reference yield:

(3-ethynyl-phenyl)-carbamic acid tert-butyl ester (185619-66-3) → (E)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-29-5) + (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 16 h / 50 °C / Inert atmosphere

2: tetrahydrofuran; water / 20 °C

3: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate / methanol / 5 h / 20 °C / Inert atmosphere; Irradiation; Schlenk technique

With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1039/c3cc39235j

Reference yield:

tert-butyl (E)-(3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenyl)carbamate (1425647-72-8) → (E)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-29-5) + (Z)-1-(3,3,3-trifluoroprop-1-enyl)-3-tert-butoxycarbonylaminobenzene (1425647-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; water / 20 °C

2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate / methanol / 5 h / 20 °C / Inert atmosphere; Irradiation; Schlenk technique

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In tetrahydrofuran; methanol; water;

DOI:10.1039/c3cc39235j

upstream raw materials:

Togni's reagent II

(3-ethynyl-phenyl)-carbamic acid tert-butyl ester

tert-butyl (E)-(3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenyl)carbamate

Refernces