702643-35-4

Basic information

• Product Name: 3-(2-nitrophenyl)butan-2-ol
• Synonyms: 3-(2-nitrophenyl)butan-2-ol
• CAS NO: 702643-35-4
• Molecular Weight: 195.218
• Mol File: 702643-35-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-(2-nitrophenyl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-nitrophenyl)butan-2-ol(702643-35-4)
• EPA Substance Registry System: 3-(2-nitrophenyl)butan-2-ol(702643-35-4)

Safety Data

• Hazardous Substances Data: 702643-35-4(Hazardous Substances Data)

Upstream product

• 1969-72-8 (2-nitrophenyl)acetone 
• 85355-52-8 3-(2-nitrophenyl)-2-butanone 

Relevant articles and documents

Synthesis of Cyclic Peptides in SPPS with Npb-OH Photolabile Protecting Group

Significant efforts have been made in recent years to identify more environmentally benign and safe alternatives to side-chain protection and deprotection in solid-phase peptide synthesis (SPPS). Several protecting groups have been endorsed as suitable candidates, but finding a greener protecting group in SPPS has been challenging. Here, based on the 2-(o-nitrophenyl) propan-1-ol (Npp-OH) photolabile protecting group, a structural modification was carried out to synthesize a series of derivatives. Through experimental verification, we found that 3-(o-Nitrophenyl) butan-2-ol (Npb-OH) had a high photo-release rate, high tolerance to the key conditions of Fmoc-SPPS (20% piperidine DMF alkaline solution, and pure TFA acidic solution), and applicability as a carboxyl-protective group in aliphatic and aromatic carboxyl groups. Finally, Npb-OH was successfully applied to the synthesis of head–tail cyclic peptides and side-chain–tail cyclic peptides. Moreover, we found that Npb-OH could effectively resist diketopiperazines (DKP). The α-H of Npb-OH was found to be necessary for its photosensitivity in comparison to 3-(o-Nitrophenyl)but-3-en-2-ol (Npbe-OH) during photolysis-rate verification.