2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester
• CAS No.: 151038-95-8
• Molecular Formula: C₁₅H₂₃N₃O₅
• Molecular Weight: 325.365
• Mol file: 151038-95-8.mol

Synonyms:

Chemical Property of 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester

Chemical Property:

• Density: 1.202±0.06 g/cm3(Predicted)

Purity/Quality:

97%,98%,99% ^*data from raw suppliers

6-Maleimidocaproictert-Butylcarbazate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Maleimidocaproic tert-Butylcarbazate is used in the preparation of Doxorubicin (6-maleimidocaproyl)hydrazone with antigen-specific cytotoxicity.

Technology Process of 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester

There total 5 articles about 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl 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: 81.0%

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid (55750-53-3) + t-butoxycarbonylhydrazine (870-46-2) → 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester (151038-95-8)

Guidance literature:

With isopropyl chloroformate; triethylamine; for 2h;

Reference yield:

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid (55750-53-3) + isobutyl chloroformate (543-27-1) → 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester (151038-95-8)

Guidance literature:

With 4-methyl-morpholine; hydrogenchloride; sodium hydrogencarbonate; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → 2-[6-(2,5-Dioxo-1H-pyrrol-1-yl)-1-oxohexyl]hydrazinecarboxylic acid, 1,1-dimethylethyl ester (151038-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / lutidine / bis-(2-methoxy-ethyl) ether

2: 45 percent / sodium acetate, acetic anhydride / 1 h / 90 - 100 °C

3: 1-hydroxybenzotriazole, 1-(dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride / N,N-dimethyl-acetamide / Ambient temperature

With lutidine; sodium acetate; acetic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethylene glycol dimethyl ether; N,N-dimethyl acetamide;

upstream raw materials:

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid

t-butoxycarbonylhydrazine

6-(3-carboxyacryloylamino)caproic acid

6-aminohexanoic acid

Downstream raw materials:

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide trifluoroacetate