diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester

Base Information

• Chemical Name: diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester
• CAS No.: 220205-26-5
• Molecular Formula: C₂₂H₂₁N₃O₅
• Molecular Weight: 407.426
• Mol file: 220205-26-5.mol

Synonyms:diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester

Chemical Property of diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester

There total 9 articles about diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl 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: 48.0%

{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester (220205-25-4) → diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester (220205-26-5)

Guidance literature:

With 4-toluenesulfonyl azide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(98)02173-X

Reference yield:

piperonal (120-57-0,30024-74-9) → diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester (220205-26-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 60 percent / Br₂ / acetic acid / 48 h / Ambient temperature

2: 88 percent / 20 percent NaOH / toluene; H₂O / 40 h / Ambient temperature

3: 85 percent / n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

4: mol. sieves 4 Angstroem / CH₂Cl₂ / 4 h / Ambient temperature

5: NaBH₄ / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

6: 55 percent / DCC / tetrahydrofuran / 2 h / Ambient temperature

7: 48 percent / LDA, TsN₃ / tetrahydrofuran / 0.5 h / -78 °C

With sodium hydroxide; sodium tetrahydroborate; n-butyllithium; 4-toluenesulfonyl azide; 4 A molecular sieve; bromine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; toluene;

DOI:10.1016/S0040-4039(98)02173-X

Reference yield:

2-(ethoxycarbonylmethyl)benzoic acid (22479-46-5) → diazo-{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester (220205-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / DCC / tetrahydrofuran / 2 h / Ambient temperature

2: 48 percent / LDA, TsN₃ / tetrahydrofuran / 0.5 h / -78 °C

With 4-toluenesulfonyl azide; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)02173-X

upstream raw materials:

{2-[methyl-(6-vinyl-benzo[1,3]dioxol-5-ylmethyl)-carbamoyl]-phenyl}-acetic acid ethyl ester

piperonal

2-(ethoxycarbonylmethyl)benzoic acid

2-ethenyl-4,5-(methylenedioxy)benzaldehyde