[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester

Base Information

• Chemical Name: [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester
• CAS No.: 186308-22-5
• Molecular Formula: C₃₆H₃₄N₂O₁₁S
• Molecular Weight: 702.739
• Mol file: 186308-22-5.mol

Synonyms:[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester

Chemical Property of [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester

There total 3 articles about [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl 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: 50.0%

N-hydroxyphthalimide (524-38-9) + chloro-[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-acetic acid benzhydryl ester (186308-21-4) → [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-oxo-acetic acid benzhydryl ester + [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester (186308-22-5)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 13h;

DOI:10.1016/S0960-894X(99)00697-6

Reference yield:

diazodiphenylmethane (908093-98-1) → [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester (186308-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 20 °C

2: 50 percent / Et₃NBnCl; aq. NaHCO₃ / CH₂Cl₂ / 13 h / 20 °C

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; 1: Esterification / 2: Substitution;

DOI:10.1016/S0960-894X(99)00697-6

Reference yield:

chloro-[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-acetic acid → [5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester (186308-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 20 °C

2: 50 percent / Et₃NBnCl; aq. NaHCO₃ / CH₂Cl₂ / 13 h / 20 °C

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; 1: Esterification / 2: Substitution;

DOI:10.1016/S0960-894X(99)00697-6

upstream raw materials:

N-hydroxyphthalimide

chloro-[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-acetic acid benzhydryl ester

diazodiphenylmethane