2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride

Base Information

• Chemical Name: 2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride
• CAS No.: 154445-78-0
• Molecular Formula: C13H17ClO3S
• Molecular Weight: 288.795
• Hs Code.: 2932999099
• European Community (EC) Number: 604-956-5
• DSSTox Substance ID: DTXSID80400246
• Wikidata: Q72499936
• Mol file: 154445-78-0.mol

Synonyms:154445-78-0;2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride;Pbf-Cl;2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride;C13H17ClO3S;2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-sulfonyl chloride;MFCD01317847;5-Benzofuransulfonyl chloride, 2,3-dihydro-2,2,4,6,7-pentamethyl-;2,2,4,6,7-Pentamethyl-2,3-dihydro-benzofuran-5-sulfonyl chloride;2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride, tech. grade;SCHEMBL17007494;2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL;DTXSID80400246;HLJKUZUILACRPQ-UHFFFAOYSA-N;2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULPHONYL CHLORIDE;AKOS015924191;AM83878;CS-W012205;AS-13306;SY017690;FT-0601194;A809535;J-506771;2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonylchlorid;2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonylchloride;2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride, tech.;5-Benzofuransulfonylchloride, 2,3-dihydro-2,2,4,6,7-pentamethyl;2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride;2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulfonyl chloride, >=95.0% (AT)

Chemical Property of 2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 5.07E-06mmHg at 25°C
• Melting Point: 69-71 °C
• Refractive Index: 1.533
• Boiling Point: 392.7 °C at 760 mmHg
• Flash Point: 191.3 °C
• PSA: 51.75000
• Density: 1.236 g/cm³
• LogP: 4.33360
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 288.0586933
• Heavy Atom Count: 18
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)Cl)C
• Uses: reagent for introducing the PBF protection in arginine’s guanidine group

Technology Process of 2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride

There total 2 articles about 2,2,4,6,7-Pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride 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: 51.0%

2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran (142874-81-5) → 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride (154445-78-0)

Guidance literature:

With chlorosulfonic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)61487-9

Reference yield:

2,3,5-trimethylphenol (697-82-5) → 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride (154445-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: 51 percent / ClSO₃H / CH₂Cl₂

With chlorosulfonic acid; sulfuric acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)61487-9

Reference yield: 82.0%

Nα-t-butoxycarbonyl-arginine hydrochloride (35897-34-8,113712-06-4) + 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride (154445-78-0) → (S)-2-(tert-butoxycarbonylamino)-5-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pentanoic acid (186698-61-3)

Guidance literature:

With sodium hydroxide; In water; acetone; at 5 ℃; for 1h; Temperature;

upstream raw materials:

2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran

2,3,5-trimethylphenol

Downstream raw materials:

(2S,4R)-4-(N-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-2-guanidinoethyl)-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid

(2S,4S)-4-(N-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-2-guanidinoethyl)-1-phenylmethoxycarbonyl-pyrrolidine-2-carboxylic acid

N,N'-di(benzyloxycarbonyl)-N''-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-ylsulfonyl)guanidine

C₂₂H₂₈N₂O₃S₃

Refernces