C₁₁H₁₄O₃

Base Information

• Chemical Name: C₁₁H₁₄O₃
• CAS No.: 1384132-55-1
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol file: 1384132-55-1.mol

Synonyms:C₁₁H₁₄O₃

Chemical Property of C₁₁H₁₄O₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₁H₁₄O₃

There total 1 articles about C₁₁H₁₄O₃ 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:

(R)-α-benzyloxy-γ-butyrolactone (1190832-67-7) → C11H14O3 (1384132-55-1)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol301495q

Reference yield: 55.0%

C11H14O3 (1384132-55-1) + diazomethyl-trimethyl-silane (18107-18-1) → (R)-3-(benzyloxy)pent-4-yn-1-ol (1384132-60-8) + C15H22O2Si (1397788-54-3)

Guidance literature:

C₁₁H₁₄O₃; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃; for 0.666667h; Inert atmosphere;

diazomethyl-trimethyl-silane; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol301495q

Reference yield:

C11H14O3 (1384132-55-1) → C32H32O

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.67 h / -78 - 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 16 h / 25 °C / Inert atmosphere

3.1: trifuran-2-yl-phosphane; palladium diacetate; caesium carbonate / acetonitrile / 16 h / 90 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; trifuran-2-yl-phosphane; palladium diacetate; caesium carbonate; triethylamine; diisopropylamine; In tetrahydrofuran; acetonitrile; 2.1: Sonogashira coupling;

DOI:10.1021/ol301495q

upstream raw materials:

(R)-α-benzyloxy-γ-butyrolactone

Downstream raw materials:

(R)-3-(benzyloxy)pent-4-yn-1-ol

(R)-3-(benzyloxy)-5-phenylpent-4-yn-1-ol

(R)-(3-(benzyloxy)-5-bromopent-1-ynyl)benzene

C₁₅H₂₂O₂Si