Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Tetrahydrofuran-3-yl 4-methylbenzenesulfonate
• CAS No.: 112052-11-6
• Molecular Formula: C11H14 O4 S
• Molecular Weight: 242.296
• UNII: XCR2DS7U3B
• DSSTox Substance ID: DTXSID50550848
• Mol file: 112052-11-6.mol

Synonyms:tetrahydrofuran-3-yl 4-methylbenzenesulfonate;oxolan-3-yl 4-methylbenzenesulfonate;Tetrahydrofuran-3-yl4-methylbenzenesulfonate;Oxolan-3-yl 4-methylbenzene-1-sulfonate;3-Tetrahydrofuryl Tosylate;MFCD27947543;tetrahydrofuran-3-yl toluene-4-sulfonate;3-Tosyloxytetrahydrofuran;(3S)-Tetrahydro-3-Furanyl 4-Methylbenzenesulfonate;XCR2DS7U3B;toluene-4-sulfonic acid (R)-(tetrahydro-furan-3-yl) ester;3-(tosyloxy) tetrahydrofuran;SCHEMBL181292;DTXSID50550848;WWCNXHYRAKUQDB-UHFFFAOYSA-N;(R)-Tetrahydrofuran-3-yl Tosylate;LS-13964;SY272606;SY291276;tetrahydrofuran-3-yl toluene-4-sulphonate;3-tetrahydrofuranyl 4-methylphenylsulfonate;3-Furanol, tetrahydro-, p-toluenesulfonate;tetrahydro-furan-3-yl-toluene-4-sulphonate;CS-0310084;Tetrahydrofuran-3-yl-4-methylbenzenesulfonate;EN300-71289;3-Furanol, tetrahydro-, 4-methylbenzenesulfonate;toluene-4-sulfonic acid tetrahydro-furan-3-yl ester;4-Methylbenzenesulfonic acid tetrahydrofuran-3-yl ester

Chemical Property of Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Chemical Property:

• PSA: 60.98000
• LogP: 2.57000
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 242.06128010
• Heavy Atom Count: 16
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2CCOC2
• Uses: 3-(4-Methylbenzenesulfonate) (3S)-Tetrahydro-3-furanol is an intermediate used in the synthesis of 3’’’-Epi-Empagliflozin (E586000), which is an impurity of Empagliflozin (E521510) which is a novel, potent and selective SGLT-2 inhibitor, improves glycaemic control and features of metabolic syndrome in diabetic rats.

Technology Process of Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

There total 6 articles about Tetrahydrofuran-3-yl 4-methylbenzenesulfonate 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: 100.0%

(S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester (112052-11-6)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 96.0%

(S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2) + toluene-4-sulfonic acid (104-15-4) → toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester (112052-11-6)

Guidance literature:

(S)-3-hydroxytetyrahydrofurane; With dmap; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

toluene-4-sulfonic acid; at 20 - 50 ℃; for 1.66667h;

Reference yield: 85.0%

→ toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester (112052-11-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 1h; Cooling with ice;

upstream raw materials:

(S)-3-hydroxytetyrahydrofurane

p-toluenesulfonyl chloride

(R)-3-Hydroxytetrahydrofuran

benzenesulfonyl chloride

Downstream raw materials:

(2S,3R,4R,5S,6R)-2-{4-chloro-3-[4-(tetrahydrofuran-3(R)-yloxy)benzyl]phenyl}-6-hydroxymethyltetrahydro-2H-pyran-3,4,5-triol

4-[(3-chloro-4-fluoro-phenyl)amino]-6-((S)-tetrahydrofuran-3-yloxy)-7-((R)-tetrahydrofuran-3-yloxy)-quinazoline

(S)-methyl 2-(tetrahydrofuran-3-yloxy)benzoate

(S)-methyl 2-(4-(tetrahydrofuran-3-yloxy)phenyl)acetate