acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester

Base Information

• Chemical Name: acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester
• CAS No.: 863782-59-6
• Molecular Formula: C₄₈H₇₂O₂Si₂
• Molecular Weight: 737.269
• Mol file: 863782-59-6.mol

Synonyms:acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester

Chemical Property of acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester

There total 11 articles about acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester 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:

2,4-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-but-3-yn-2-ol (863782-58-5) + acetic anhydride (108-24-7) → acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester (863782-59-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/anie.200500484

Reference yield:

1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene (863782-50-7) → acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester (863782-59-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: t-BuLi / tetrahydrofuran / 0.08 h / -78 °C

1.2: ZnBr₂ / tetrahydrofuran / 0.5 h / -78 - 0 °C

1.3: 99 percent / Pd(Ph₃P)4 / tetrahydrofuran / 16 h / 20 °C

2.1: 79 percent / aq. HCl / tetrahydrofuran / 4 h / 20 °C

3.1: Ti(i-PrO)4; L-DIPT; 4 Angstroem molecular sieves / 2-methyl-propan-2-ol / 16 h / -50 - -20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

5.1: K₂CO₃ / methanol / 1.5 h / 0 - 20 °C

6.1: L-selectride / tetrahydrofuran / 0.17 h / 0 °C

7.1: Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 16 h / 20 °C

8.1: DMAP; pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tert.-butyl lithium; L-Selectride; potassium carbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol; 3.1: Sharpless epoxidation / 4.1: Dess-Martin oxidation / 7.1: Sonogashira coupling;

DOI:10.1002/anie.200500484

Reference yield:

(3-tert-butyl-5-iodo-phenylethynyl)-triisopropyl-silane → acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester (863782-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)2Cl₂; CuI; Et₃N / tetrahydrofuran / 16 h / 20 °C

2: DMAP; pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;

DOI:10.1002/anie.200500484

upstream raw materials:

2,4-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-but-3-yn-2-ol

acetic anhydride

1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene

2-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-oxirane-2-carbaldehyde