(6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 32970-96-0
• Molecular Formula: C22H26O6S2
• Molecular Weight: 450.577
• NSC Number: 401687
• DSSTox Substance ID: DTXSID10942689
• Mol file: 32970-96-0.mol

Synonyms:(6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 4-methylbenzenesulfonate;32970-96-0;NSC 134292;NSC134292;ghl.PD_Mitscher_leg0.665;DTXSID10942689;20518-14-3;NSC401687;NSC-401687;7500-58-5;cyclohex-4-ene-1,2-diylbis(methylene) bis(4-methylbenzenesulfonate);(Cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzene-1-sulfonate);[6-(p-tolylsulfonyloxymethyl)cyclohex-3-en-1-yl]methyl 4-methylbenzenesulfonate

Chemical Property of (6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 5.63E-14mmHg at 25°C
• Boiling Point: 605.7°Cat760mmHg
• Flash Point: 320.1°C
• Density: 1.253g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 450.11708089
• Heavy Atom Count: 30
• Complexity: 695

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2CC=CCC2COS(=O)(=O)C3=CC=C(C=C3)C

Technology Process of (6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 4-methylbenzenesulfonate

There total 9 articles about (6-((((4-Methylphenyl)sulfonyl)oxy)methyl)-3-cyclohexen-1-yl)methyl 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: 90.0%

cis-1,6-dihydroxymethyl-3-cyclohexene (439919-46-7) + p-toluenesulfonyl chloride (98-59-9) → cis-(cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate) (32970-96-0)

Guidance literature:

With pyridine; at 23 ℃;

DOI:10.1021/ja961230+

Reference yield: 85.0%

(rac)-trans-4,5-bis(hydroxymethyl)cyclohex-1-ene (13149-04-7,13287-81-5,15679-27-3,15679-28-4,20141-17-7,56084-93-6) + p-toluenesulfonyl chloride (98-59-9) → trans-4,5-bis(hydroxymethyl)cyclohexene bis(toluene-p-sulfonate) (7500-58-5,20246-03-1,20518-14-3,32970-96-0,60894-68-0)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.1021/jo00269a010

Reference yield: 56.0%

p-toluenesulfonyl chloride (98-59-9) + cis-1,2,3,6-tetrahydrophthalic anhydride (935-79-5) → cis-(cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate) (32970-96-0)

Guidance literature:

cis-1,2,3,6-tetrahydrophthalic anhydride; With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

p-toluenesulfonyl chloride; With pyridine; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201607752

upstream raw materials:

cis-1,6-dihydroxymethyl-3-cyclohexene

p-toluenesulfonyl chloride

cis-1,2,3,6-tetrahydrophthalic anhydride

cis-1,2,3,6-tetrahydrophthalic acid

Downstream raw materials:

cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetonitrile

(2S,3aS,7aR)-2-Benzenesulfonyl-2-vinyl-2,3,3a,4,7,7a-hexahydro-1H-indene

(2R,3aR,7aS)-2-Benzenesulfonyl-2-vinyl-2,3,3a,4,7,7a-hexahydro-1H-indene

cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetic acid