(2r,5s)-1,4-Dioxane-2,5-diyldimethanediyl bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: (2r,5s)-1,4-Dioxane-2,5-diyldimethanediyl bis(4-methylbenzenesulfonate)
• CAS No.: 7148-77-8
• Molecular Formula: C₂₀H₂₄O₈S₂
• Molecular Weight: 456.538
• NSC Number: 54244
• DSSTox Substance ID: DTXSID70288116
• Wikidata: Q82024403
• Mol file: 7148-77-8.mol

Synonyms:7148-77-8;NSC 54244;(2r,5s)-1,4-dioxane-2,5-diyldimethanediyl bis(4-methylbenzenesulfonate);NSC54244;DTXSID70288116;NSC-54244

Chemical Property of (2r,5s)-1,4-Dioxane-2,5-diyldimethanediyl bis(4-methylbenzenesulfonate)

Chemical Property:

• Vapor Pressure: 6.04E-15mmHg at 25°C
• Boiling Point: 626.7°Cat760mmHg
• Flash Point: 332.8°C
• Density: 1.31g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 456.09126007
• Heavy Atom Count: 30
• Complexity: 660

Purity/Quality:

99% ^*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)OCC2COC(CO2)COS(=O)(=O)C3=CC=C(C=C3)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@H]2CO[C@@H](CO2)COS(=O)(=O)C3=CC=C(C=C3)C

Technology Process of (2r,5s)-1,4-Dioxane-2,5-diyldimethanediyl bis(4-methylbenzenesulfonate)

There total 8 articles about (2r,5s)-1,4-Dioxane-2,5-diyldimethanediyl bis(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:

(+/-)-cis-[1,4]dioxane-2,5-dicarboxylic acid (6938-88-1) → (+/-)-cis-2,5-bis-(toluene-4-sulfonyloximethyl)-[1,4]dioxane (7148-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: lithium alanate; diethyl ether

3: pyridine

With pyridine; lithium aluminium tetrahydride; diethyl ether;

DOI:10.1021/ja01653a046

Reference yield:

trans-2,5-bis(acetoxymethyl)-1,4-dioxane (42776-40-9) → trans-2,5-bis-(toluene-4-sulfonyloximethyl)-[1,4]dioxane (7148-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride; methanol

2: pyridine

With pyridine; hydrogenchloride; methanol;

DOI:10.1021/ja01653a046

Reference yield:

trans-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4) → trans-2,5-bis-(toluene-4-sulfonyloximethyl)-[1,4]dioxane (7148-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; acetic acid

2: hydrogen chloride; methanol

3: pyridine

With pyridine; hydrogenchloride; methanol; potassium acetate; acetic acid;

DOI:10.1021/ja01653a046

upstream raw materials:

p-toluenesulfonyl chloride

trans-2,5-bis-(hydroxymethyl)-1,4-dioxane

trans-2,5-bis(acetoxymethyl)-1,4-dioxane

trans-2,6-Bis(iodomethyl)-1,4-dioxane

Downstream raw materials:

cis-2,6-Bis(iodomethyl)-1,4-dioxane