3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone

Base Information

• Chemical Name: 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone
• CAS No.: 287471-96-9
• Molecular Formula: C₃₁H₃₆O₅Si
• Molecular Weight: 516.709
• Mol file: 287471-96-9.mol

Synonyms:3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone

Chemical Property of 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone

There total 6 articles about 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone 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: 94.0%

tert-Butyl-diphenyl-(3-tributylstannanylmethyl-but-3-enyloxy)-silane + 3-Acetoxy-4,6-dimethoxy-1(3H)-isobenzofuranone (287471-90-3) → 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone (287471-96-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃;

DOI:10.1016/S0040-4039(00)00483-4

Reference yield:

4,6-dimethoxy-3-hydroxy-(3H)-isobenzofuran-1-one (99059-36-6) → 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone (287471-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 94 percent / Me₃SiOTf / CH₂Cl₂ / 16 h / -78 - 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;

Reference yield:

N,N-diethyl-3,5-dimethoxybenzamide (38228-27-2) → 3-[2-(2-tert-Butyldiphenylsilyloxy)ethyl]-4,6-dimethoxyprop-2-enyl-1(3H)-isobenzofuranone (287471-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: TMEDA; t-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: hexane; tetrahydrofuran / 15.5 h / -78 - 20 °C

2.1: 11.1 g / aq. HCl; AcOH / 18 h / Heating

3.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

4.1: 94 percent / Me₃SiOTf / CH₂Cl₂ / 16 h / -78 - 20 °C

With hydrogenchloride; dmap; N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; tert.-butyl lithium; acetic acid; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

3-Acetoxy-4,6-dimethoxy-1(3H)-isobenzofuranone

N,N-diethyl-3,5-dimethoxybenzamide

4,6-dimethoxy-3-hydroxy-(3H)-isobenzofuran-1-one

3,5-dimethoxybenzoic acid