(2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate
• CAS No.: 42274-61-3
• Molecular Formula: C15H22O5S
• Molecular Weight: 314.403
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50471145
• Nikkaji Number: J1.566.651J
• Mol file: 42274-61-3.mol

Synonyms:(2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate;42274-61-3;[(2S)-2-(oxan-2-yloxy)propyl] 4-methylbenzenesulfonate;SCHEMBL3641089;(2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)-propyl 4-methylbenzenesulfonate;DTXSID50471145;CIRBILLHZJTIAZ-CFMCSPIPSA-N;AKOS016004987;(2S)-2-[(Oxan-2-yl)oxy]propyl 4-methylbenzene-1-sulfonate;(2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl4-methylbenzenesulfonate;(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate

Chemical Property of (2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 452.354°C at 760 mmHg
• Flash Point: 227.376°C
• PSA: 70.21000
• Density: 1.219g/cm³
• LogP: 3.71280
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 314.11879497
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

97% ^*data from raw suppliers

(2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)-propyl 4-methylbenzenesulfonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC(C)OC2CCCCO2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@H](C)OC2CCCCO2

Technology Process of (2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate

There total 11 articles about (2S)-2-((Tetrahydro-2H-pyran-2-yl)oxy)propyl 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: 99.0%

(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propan-1-ol (76946-21-9) + p-toluenesulfonyl chloride (98-59-9) → (2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate (42274-61-3)

Guidance literature:

With pyridine; In chloroform; at 0 ℃; for 2h;

Reference yield: 99.0%

3,4-dihydro-2H-pyran (110-87-2) + (2S)-2-hydroxypropyl 4-methylbenzenesulfonate (32464-98-5) → (S)-(-)-2-(tetrahydropyranyloxy)propyl p-toluenesulfonate (42274-61-3,83780-62-5,93713-83-8,143394-40-5,143441-61-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; 1) 0 deg C, 3 h, 2) room temperature, 16 h;

DOI:10.1021/jo00046a020

Reference yield: 97.0%

(S)-(-)-2-(tetrahydropyranyloxy)propanol (3539-39-7,76946-21-9,83780-60-3,92077-92-4,92077-93-5,124508-75-4,124508-76-5) + p-toluenesulfonyl chloride (98-59-9) → (S)-(-)-2-(tetrahydropyranyloxy)propyl p-toluenesulfonate (42274-61-3,83780-62-5,93713-83-8,143394-40-5,143441-61-6)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; 1) 0 deg C, 3 h, 2) room temperature, 24 h;

DOI:10.1021/jo00046a020

upstream raw materials:

(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propan-1-ol

p-toluenesulfonyl chloride

3,4-dihydro-2H-pyran

ethyl (2S)-2-(tetrahydropyran-2-yloxy)propionate

Downstream raw materials:

(S)-2-(Tetrahydro-2'-pyranoxy)-4,7-dioxa-9-nonanol

C₃₁H₃₇ClN₂O₃

(2S,12S)-(-)-2,12-bis(tetrahydropyranyloxy)-7-trityl-7-aza-4,10-dioxatridecane

C₂₉H₃₄ClN₃O₅