tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbaMate

Base Information

• Chemical Name: tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbaMate
• CAS No.: 287729-03-7
• Molecular Formula: C16H18N2O4
• Molecular Weight: 302.33
• Mol file: 287729-03-7.mol

Synonyms:tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbamate;

Chemical Property of tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbaMate

Chemical Property:

• PSA: 66.92000
• LogP: 2.55860

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl allyl(1,3-dioxoisoindolin-2-yl)carbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbaMate

There total 2 articles about tert-butyl allyl(1,3-dioxoisoindolin-2-yl)carbaMate 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:

phthalic anhydride (85-44-9) → tert-butyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)prop-2-en-1-ylcarbamate (287729-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 18 h / Reflux

2: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile / 18 h / 20 °C

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In toluene; acetonitrile;

DOI:10.1002/cmdc.201800188

Reference yield:

phthalic anhydride (85-44-9) → tert-butyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)prop-2-en-1-ylcarbamate (287729-03-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / tetrahydrofuran / 0.08 h / 20 °C

2: 82 percent / 1,3-dicyclohexylcarbodiimide / tetrahydrofuran / 1 h

3: acetic acid; triethylamine / tetrahydrofuran / 1 h / Heating

4: 67 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / 0 - 5 °C

With acetic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1: Acylation / 2: Cyclization / 3: Isomerization / 4: Alkylation;

DOI:10.1021/jo000225s

Reference yield: 96.0%

tert-butyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)prop-2-en-1-ylcarbamate (287729-03-7) → (tert-butoxy)-N-(prop-2-en-1-yl)carbohydrazide (21075-86-5)

Guidance literature:

With methylhydrazine; In tetrahydrofuran; at 20 ℃; for 18h; Cooling with ice;

DOI:10.1002/cmdc.201800188

upstream raw materials:

phthalic anhydride

Downstream raw materials:

(tert-butoxy)-N-(prop-2-en-1-yl)carbohydrazide

Refernces

• 1、 -. "METHODS OF MAKING WEE1 INHIBITOR COMPOUNDS". . . Retrieved 2021/12/31.
• 2、 -. "WEE 1 KINASE INHIBITORS AND METHODS OF MAKING AND USING THE SAME". . . Retrieved 2017/05/17.