(R)-3-phenylhex-5-enal

Base Information

• Chemical Name: (R)-3-phenylhex-5-enal
• CAS No.: 75834-18-3
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• Mol file: 75834-18-3.mol

Synonyms:

Chemical Property of (R)-3-phenylhex-5-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-phenylhex-5-enal

There total 18 articles about (R)-3-phenylhex-5-enal 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:

(S)-2-((S,E)-1-phenylhexa-1,5-dien-3-ylamino)-3-phenylpropan-1-ol (216306-38-6) → (R)-3-phenylhex-5-enal (75834-18-3) + (S)-3-phenylhex-5-enal (85027-81-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -78 deg C, 10 min, 2.) reflux, 2 h;

DOI:10.1055/s-1998-1880

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → (R)-3-phenylhex-5-enal (75834-18-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / diethyl ether / 1.33 h / Ambient temperature

2: 1.) Mg, I₂ / 1.) Et₂O, 2.) Et₂O, reflux, 2 h

3: n-BuLi / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) reflux, 2 h

With n-butyllithium; iodine; magnesium; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-1998-1880

Reference yield:

(E)-3-phenylpropenal (14371-10-9) + allyl-trimethyl-silane (762-72-1) → (R)-3-phenylhex-5-enal (75834-18-3) + (S)-3-phenylhex-5-enal (85027-81-2)

Guidance literature:

With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; C₂₉H₃₁F₁₄NOSi; trifluoroacetic acid; In acetonitrile; at -10 ℃; for 16h; Overall yield = 30 percent; enantioselective reaction; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202014876

upstream raw materials:

(S)-(-)-1-Cinnamyl-(2-methoxymethyl)pyrrolidin

allyl bromide

(S)-3,3-Dimethyl-2-[(S)-1-((E)-styryl)-but-3-enylamino]-butan-1-ol

(2S)-3-methyl-2-[(1S)-1-(4-styrylphenyl)but-3-enylamino]butan-1-ol

Downstream raw materials:

(3S)-4-oxiranyl-3-phenylbutan-1-ol

(3R)-3-phenylhex-5-enol

Acetic acid (R)-3-phenyl-hex-5-enyl ester

Acetic acid (S)-3-phenyl-hex-5-enyl ester