(Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid

Base Information

• Chemical Name: (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid
• CAS No.: 127743-24-2
• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.317
• Mol file: 127743-24-2.mol

Synonyms:(Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid

Chemical Property of (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid

There total 4 articles about (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid 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: 43.0%

(R)-3-((S)-1-Hydroxymethyl-2-methyl-propyl)-5,5-dimethyl-6-((Z)-1-methyl-4-phenyl-but-1-en-3-ynyl)-[1,3]oxazinane-2,4-dione (127743-22-0) → (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid (127743-24-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 90 ℃; for 4h;

DOI:10.1016/S0040-4039(01)93480-X

Reference yield:

(Z)-2-methyl-5-phenylpent-2-en-4-yn-1-ol (54355-87-2) → (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid (127743-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: MnO₂ / CH₂Cl₂; hexane / Ambient temperature

2: 76 percent / SnCl₂, LiAlH₄ / tetrahydrofuran / 18 h / Ambient temperature

3: 43 percent / LiOH / tetrahydrofuran; H₂O / 4 h / 90 °C

With manganese(IV) oxide; lithium hydroxide; lithium aluminium tetrahydride; tin(ll) chloride; In tetrahydrofuran; hexane; dichloromethane; water;

DOI:10.1016/S0040-4039(01)93480-X

Reference yield:

(Z)-2-methyl-5-phenylpent-2-en-4-ynal (127743-21-9) → (Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid (127743-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / SnCl₂, LiAlH₄ / tetrahydrofuran / 18 h / Ambient temperature

2: 43 percent / LiOH / tetrahydrofuran; H₂O / 4 h / 90 °C

With lithium hydroxide; lithium aluminium tetrahydride; tin(ll) chloride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(01)93480-X

upstream raw materials:

(R)-3-((S)-1-Hydroxymethyl-2-methyl-propyl)-5,5-dimethyl-6-((Z)-1-methyl-4-phenyl-but-1-en-3-ynyl)-[1,3]oxazinane-2,4-dione

(Z)-2-methyl-5-phenylpent-2-en-4-yn-1-ol

(Z)-2-methyl-5-phenylpent-2-en-4-ynal

Downstream raw materials:

(Z)-(R)-3-Hydroxy-2,2,4-trimethyl-7-phenyl-hept-4-en-6-ynoic acid methyl ester