3-(3-methyl-3H-diazirine-3-yl)propionic acid

Base Information

• Chemical Name: 3-(3-methyl-3H-diazirine-3-yl)propionic acid
• CAS No.: 25055-86-1
• Molecular Formula: C₅H₈N₂O₂
• Molecular Weight: 128.131
• Mol file: 25055-86-1.mol

Synonyms:3-(3-methyl-3H-diazirine-3-yl)propionic acid

Chemical Property of 3-(3-methyl-3H-diazirine-3-yl)propionic acid

Chemical Property:

• Boiling Point: 233.0±32.0℃ (760 Torr)
• PKA: 4.55±0.10(Predicted)
• Flash Point: 94.7±25.1℃
• Density: 1.38±0.1 g/cm3 (20 oC 760 Torr)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-diazirine-3-propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Methyl-diazirine-3-propanoic Acid is a reagent used in crosslinking sugars and photoactivatable crosslinking.

Technology Process of 3-(3-methyl-3H-diazirine-3-yl)propionic acid

There total 9 articles about 3-(3-methyl-3H-diazirine-3-yl)propionic acid 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: 90.0%

levulinic acid (123-76-2) → 3-(3-methyl-3H-diazirine-3-yl)propionic acid (25055-86-1)

Guidance literature:

levulinic acid; With ammonia; In methanol; at 0 ℃; for 3h; Inert atmosphere;

With hydroxylamine-O-sulfonic acid; In methanol; at 25 ℃; for 16h; Cooling with ice;

With iodine; triethylamine; In methanol; Cooling with ice;

DOI:10.1021/ol402404n

Reference yield: 89.0%

3-(3-methyl-3H-diaziren-3-yl)propanenitrile (1255731-57-7) → 3-(3-methyl-3H-diazirine-3-yl)propionic acid (25055-86-1)

Guidance literature:

With water; sodium hydroxide; for 7h; Reflux;

DOI:10.1055/s-0030-1258182

Reference yield: 41.0%

C5H10N2O2*C6H15N → 3-(3-methyl-3H-diazirine-3-yl)propionic acid (25055-86-1)

Guidance literature:

With iodine; triethylamine; at 5 ℃; for 0.666667h;

DOI:10.1080/00397910802138454

upstream raw materials:

levulinic acid

3-(3-Methyldiazirin-3-yl)propan-1-ol

5-Hydroxy-2-pentanone

3-(3-methyl-3H-diaziren-3-yl)propanenitrile

Downstream raw materials:

N-cyclohexyl-N₂-[3-(3-methyl-3H-diaziren-3-yl)propanoyl]-N₂-(1-methylethyl)phenylalaninamide

1-benzyl-2-(tert-butylamino)-2-oxoethyl 3-(3-methyl-3H-diaziren-3-yl)propanoate

N₂-benzyl-N-tert-butyl-N₂-[3-(3-methyl-3H-diaziren-3-yl)propanoyl]valinamide

N-[1-(1-benzyl-1H-tetrazol-5-yl)-3-methylbutyl]-3-(3-methyl-3H-diaziren-3-yl)-N-(2-propyn-1-yl)propanamide

Refernces

• 1、 Wong, Nai-Kei,Zhong, Suyun,Li, Weichao,Zhou, Fugui,Deng, Zhangshuang,Zhou, Yiqing. "Selective profiling of steviol-catalyzing UDP-glycosyltransferases with a metabolically synthesized probe". . p. 12387 - 12390. Retrieved 2020.
• 2、 Sheng, Yuwen,Chen, Yuwen,Zeng, Zhongqiu,Wu, Wenbi,Wang, Jing,Ma, Yuling,Lin, Yuan,Zhang, Jichao,Huang, Yulan,Li, Wenhua,Zhu, Qiyu,Wei, Xiao,Li, Suiyan,Wisanwattana, Wisanee,Li, Fu,Liu, Wanli,Suksamrarn, Apichart,Zhang, Guolin,Jiao, Wei,Wang, Fei. "Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming". . p. 460 - 484. Retrieved 2022/01/03.
• 3、 Arthur, Michel,Atze, Heiner,Bouchet, Flavie,Ethève-Quelquejeu, Mélanie,Iannazzo, Laura. "Traceless Staudinger Ligation to Introduce Chemical Diversity on β-Lactamase Inhibitors of Second Generation". supporting information. p. 7755 - 7758. Retrieved 2021/10/25.