6-Phthalimidyl-2-hexenoic acid methyl ester

Base Information

• Chemical Name: 6-Phthalimidyl-2-hexenoic acid methyl ester
• CAS No.: 19991-87-8
• Molecular Formula: C15H15NO4
• Molecular Weight: 273.2839
• NSC Number: 119135
• Nikkaji Number: J2.547.290J

Synonyms:NSC119135;6-Phthalimidyl-2-hexenoic acid methyl ester;19991-87-8;NSC-119135

Chemical Property of 6-Phthalimidyl-2-hexenoic acid methyl ester

Chemical Property:

• Vapor Pressure: 4.2E-07mmHg at 25°C
• Boiling Point: 415.2°Cat760mmHg
• Flash Point: 204.9°C
• Density: 1.243g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 273.10010796
• Heavy Atom Count: 20
• Complexity: 406

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CCCCN1C(=O)C2=CC=CC=C2C1=O
• Isomeric SMILES: COC(=O)/C=C/CCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of 6-Phthalimidyl-2-hexenoic acid methyl ester

There total 4 articles about 6-Phthalimidyl-2-hexenoic acid methyl 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: 97.0%

4-phthalimidobutanal (3598-60-5) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → Methyl 6-phthalimidohex-2-enoate (19991-87-8)

Guidance literature:

In dichloromethane; for 1h;

DOI:10.1021/jo00098a047

Reference yield:

2-bromo-5-phthalimido-valeric acid (57069-91-7) → Methyl 6-phthalimidohex-2-enoate (19991-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / und Behandeln des Reaktionsprodukts in Benzol mit Diazomethan in Aether

2: silver oxide

With thionyl chloride; silver(l) oxide;

DOI:10.1007/BF00905669

Reference yield:

methanol (67-56-1) + N-(4-bromo-6-diazo-5-oxo-hexyl)-phthalimide (100542-41-4) → Methyl 6-phthalimidohex-2-enoate (19991-87-8)

Guidance literature:

With silver(l) oxide;

DOI:10.1007/BF00905669

upstream raw materials:

methanol

N-(4-bromo-6-diazo-5-oxo-hexyl)-phthalimide

4-phthalimidobutanal

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

(4S,5R)-5-[3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-2-methoxy-2-phenyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Benzoic acid (R)-1-((R)-bromo-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

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