trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene

Base Information

• Chemical Name: trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene
• CAS No.: 124319-49-9
• Molecular Formula: C₂₃H₂₇NO₂
• Molecular Weight: 349.473
• Mol file: 124319-49-9.mol

Synonyms:trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene

Chemical Property of trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene

There total 4 articles about trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene 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: 81.0%

((S)-1-benzylallyl)carbamic acid tert-butyl ester (103127-52-2,107202-43-7) + 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2) → trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene (124319-49-9)

Guidance literature:

With 1,2-bis(phenylsulfinyl)ethane palladium(II) acetate; 2,6-dimethyl-1,4-benzoquinone; acetic acid; In 1,4-dioxane; at 20 ℃; for 48h;

DOI:10.1021/ja804120r

Reference yield:

((E)-2-Benzenesulfonyl-1-benzyl-3-hydroxy-5-phenyl-pent-4-enyl)-carbamic acid tert-butyl ester (124319-48-8) → trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene (124319-49-9)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; for 5h; Yield given;

DOI:10.1021/jm00165a013

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → trans-2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenyl-3,5-hexadiene (124319-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) MeLi / 1.) a.) THF, Et₂O, -78 deg C, 20 min, b.) 0 deg C, 1 h 20 min, 2.) -78 deg C, 14 h

2: 5percent Na(Hg), Na₂HPO₄ / methanol / 5 h / 0 °C

With disodium hydrogenphosphate; sodium amalgam; methyllithium; In methanol;

DOI:10.1021/jm00165a013

upstream raw materials:

((E)-2-Benzenesulfonyl-1-benzyl-3-hydroxy-5-phenyl-pent-4-enyl)-carbamic acid tert-butyl ester

(E)-3-phenylpropenal

2(S)-<(tert-butoxycarbonyl)amino>-3-phenyl-1-(phenylsulphonyl)propane

((S)-1-benzylallyl)carbamic acid tert-butyl ester

Downstream raw materials:

2(S)-<(tert-butoxycarbonyl)amino>-1,6-diphenylhexane