N-(4-hydroxy-1-butyl)phthalimide tosylate

Base Information

• Chemical Name: N-(4-hydroxy-1-butyl)phthalimide tosylate
• CAS No.: 86088-65-5
• Molecular Formula: C₁₉H₁₉NO₅S
• Molecular Weight: 373.43
• Mol file: 86088-65-5.mol

Synonyms:N-(4-hydroxy-1-butyl)phthalimide tosylate

Chemical Property of N-(4-hydroxy-1-butyl)phthalimide tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-hydroxy-1-butyl)phthalimide tosylate

There total 6 articles about N-(4-hydroxy-1-butyl)phthalimide tosylate 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: 29.0%

p-toluenesulfonyl chloride (98-59-9) + N-(4-hydroxybutyl)phthalimide (24697-70-9) → N-(4-hydroxy-1-butyl)phthalimide tosylate (86088-65-5)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 17.9%

N-<(4-(N-nitroso-p-toluenesulfonamido)-1-butyl)>phthalimide (86101-33-9) → N-(N4-p-toluenesulfonyl)-4-aminobutylphthalimide (15544-49-7) + N-(4-hydroxy-1-butyl)phthalimide tosylate (86088-65-5)

Guidance literature:

With sodium carbonate; In tetrachloromethane; for 40h; Heating;

DOI:10.1021/ja00354a047

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) → N-(4-hydroxy-1-butyl)phthalimide tosylate (86088-65-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / dimethylsulfoxide / 2 h / 65 °C

2: 54.5 percent / H₂, HCl conc. / PtO₂ / ethanol / 24 h / 2327.2 Torr

3: 87.6 percent / Et₃N / CH₂Cl₂ / 4 h

4: 96 percent / NaNO₂ / acetic acid; acetic anhydride / 4 °C

5: 54 percent / Na₂CO₃ / CCl₄ / 40 h / Heating

With hydrogenchloride; hydrogen; sodium carbonate; triethylamine; sodium nitrite; platinum(IV) oxide; In tetrachloromethane; ethanol; dichloromethane; acetic anhydride; acetic acid; dimethyl sulfoxide;

DOI:10.1021/ja00354a047

upstream raw materials:

N-<(4-(N-nitroso-p-toluenesulfonamido)-1-butyl)>phthalimide

N-(N⁴-p-toluenesulfonyl)-4-aminobutylphthalimide

2-(3-bromopropyl)isoindole-1,3-dione

4-phthalimidobutyronitrile

Downstream raw materials:

4-phthalimido-1-iodobutane

Refernces

• 1、 Thiruvengadam,Gould,Aberhart,Horng Jau Lin. "Biosynthesis of streptothricin F. 5. Formation of β-lysine by Streptomyces L-1689-23". . p. 5470 - 5476. Retrieved 2007/10/08.