154445-78-0

Basic information

• Product Name: 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride
• Synonyms: 2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL CHLORIDE;2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULPHONYL CHLORIDE;2,2,4,6,7-PENTAMETHYLDIHYDROBENZO[B]FURAN-5-SULFONYL CHLORIDE;2,2,4,6,7-PENTAMETHYLDIHYDROBENZO[B]FURAN-5-SULPHONYL CHLORIDE;PBF-CL;Pbf-Cl(2,2,4,6,7-Pentamethyldihydrobenzofuran-5-SulfonylChloride);2,2,4,6,7-PENTAMETHYLDIHYDROBENZIFURAN-5-SULFONYLCHLORIDE;2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN- 5-SULFONYL CHLORIDE,99+%
• CAS NO: 154445-78-0
• Molecular Formula: C₁₃H₁₇ClO₃S
• Molecular Weight: 288.79
• Product Categories: Other Reagents
• Mol File: 154445-78-0.mol

Chemical Properties

• Melting Point: 69-71 °C
• Boiling Point: 392.7 °C at 760 mmHg
• Flash Point: 191.3 °C
• Appearance: /
• Density: 1.236 g/cm³
• Vapor Pressure: 5.07E-06mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: 2-8°C
• BRN: 6602917
• CAS DataBase Reference: 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride(154445-78-0)
• EPA Substance Registry System: 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride(154445-78-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 154445-78-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride is used as a reagent for introducing the PBF (p-benzylphenyl) protection in arginine's guanidine group. This application is particularly important in the synthesis of complex organic molecules and pharmaceutical compounds, where the protection of specific functional groups is crucial for the successful completion of multi-step reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride is used as a key intermediate in the synthesis of various drug molecules. Its unique structure and reactivity make it a valuable building block for the development of new therapeutic agents with potential applications in treating a wide range of diseases and medical conditions.
Used in Research and Development:
2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride is also utilized in research and development laboratories for the exploration of new chemical reactions and the synthesis of novel compounds. Its versatility and unique properties make it an attractive candidate for the development of new methodologies and the discovery of innovative applications in various fields, including materials science, agrochemistry, and environmental chemistry.

InChI:InChI=1/C13H17ClO3S/c1-7-8(2)12(18(14,15)16)9(3)10-6-13(4,5)17-11(7)10/h6H2,1-5H3

Upstream product

• 697-82-5 2,3,5-trimethylphenol 
• 142874-81-5 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran 

Downstream Products

• 1159680-21-3 (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)hexanoic acid 
• 186698-61-3 (S)-2-(tert-butoxycarbonylamino)-5-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pentanoic acid 
• 1442563-36-1 C₄₀H₅₂N₄O₁₃S 
• 1442563-34-9 C₄₁H₅₄N₄O₁₃S₂ 
• 1028559-82-1 C₂₁H₂₆N₂O₃S₂ 
• 1442564-41-1 C₂₂H₂₈N₂O₃S₃ 
• 1196980-30-9 N,N'-di(benzyloxycarbonyl)-N''-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-ylsulfonyl)guanidine 
• 654666-07-6 (2S,4S)-4-(N-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-2-guanidinoethyl)-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid 
• 654666-12-3 (2S,4R)-4-(N-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-2-guanidinoethyl)-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid 

Relevant articles and documents

The 2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl Group (Pbf) as Arginine Side Chain Protectant

The 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl residue (Pbf) is more easily deblocked by trifluoroacetic acid (TFA) than the corresponding Pmc analog and can be used efficiently in the synthesis of arginine-containing peptides.