4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide

Base Information

• Chemical Name: 4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide
• CAS No.: 212555-28-7
• Molecular Formula: C20H26N2O4S2
• Molecular Weight: 422.569
• European Community (EC) Number: 806-427-6
• DSSTox Substance ID: DTXSID70570609
• Nikkaji Number: J982.864H
• Wikidata: Q82458116
• Mol file: 212555-28-7.mol

Synonyms:212555-28-7;4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide;N,N'-((1S,2S)-Cyclohexane-1,2-diyl)bis(4-methylbenzenesulfonamide);N,N'-(1S,2S)-1,2-Cyclohexanediylbis[4-methylbenzenesulfonamide];(1S,2S)-(-)-N,N'-Di-p-tosyl-1,2-cyclohexanediamine;(1S,2S)-(-)-N,N-Di-p-tosyl-1,2-cyclohexanediamine;98% pound not98% e.e.;MFCD01863518;DTXSID70570609;FIAAGQKYVFEMGC-PMACEKPBSA-N;AKOS015894766;CS-16225;CS-0093705;J-007840;J-013953;(1S,2S)-()-N,N'-Di-p-tosyl-1,2-cyclohexanediamine;(1S,2S)-(-)-N,N'-Di-p-tosyl-1,2-cyclohexanediamine, 98%;(1S,2S)-1,2-N,N'-Bis[(4-toluenesulfonyl)amino]cyclohexane;N,N'-[(1S,2S)-Cyclohexane-1,2-diyl]bis(4- methylbenzenesulfonamide);N,N'-[(1S,2S)-Cyclohexane-1,2-diyl]bis(4-methylbenzene-1-sulfonamide);(1S,2S)-(?)-N,N inverted exclamation marka-Di-p-tosyl-1,2-cyclohexanediamine

Chemical Property of 4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide

Chemical Property:

• Melting Point: 170-173oC(lit.)
• Boiling Point: 591.4±60.0 °C(Predicted)
• PKA: 11.02±0.40(Predicted)
• PSA: 109.10000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 5.81480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 422.13339966
• Heavy Atom Count: 28
• Complexity: 634

Purity/Quality:

98%Min ^*data from raw suppliers

(1S,2S)-(?)-N,N′-Di-p-tosyl-1,2-cyclohexanediamine 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2CCCCC2NS(=O)(=O)C3=CC=C(C=C3)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@H]2CCCC[C@@H]2NS(=O)(=O)C3=CC=C(C=C3)C

Technology Process of 4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide

There total 8 articles about 4-Methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]cyclohexyl]benzenesulfonamide 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%

p-toluenesulfonyl chloride (98-59-9) + (+)-(S,S)-trans-1,2-cyclohexanediamine dihydrochloride (35018-62-3) → (S,S)-N,N'-bis(p-tolylsulfonyl)-trans-cyclohexane-1,2-diamine (212555-28-7)

Guidance literature:

With potassium carbonate; In diethyl ether; water;

DOI:10.1016/S0957-4166(99)00232-3

Reference yield: 83.0%

(S,S)-1,2-diaminocyclohexane (21436-03-3) → (S,S)-N,N'-bis(p-tolylsulfonyl)-trans-cyclohexane-1,2-diamine (212555-28-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c0cc05751g

Reference yield: 81.0%

C20H26N2O3S + p-toluenesulfonyl chloride (98-59-9) → (S,S)-N,N'-bis(p-tolylsulfonyl)-trans-cyclohexane-1,2-diamine (212555-28-7)

Guidance literature:

C₂₀H₂₆N₂O₃S; With trichloroisocyanuric acid; sulfuric acid; In water; acetonitrile; for 16h;

p-toluenesulfonyl chloride; With triethylamine; In dichloromethane; for 16h;

DOI:10.1002/anie.201610693

upstream raw materials:

(S,S)-1,2-diaminocyclohexane

p-toluenesulfonyl chloride

(+)-(S,S)-trans-1,2-cyclohexanediamine dihydrochloride

N-[(1S,2S)-2-aminocyclohexan-1-yl]-4-methylbenzenesulfonamide

Downstream raw materials:

(R,R,S,S,R,R)-BnNC₄H₆(OP((PhSO₂N)2C₆H₁₀))2

(R,R,S,S,S,S)-BnNC₄H₆(OP((PhSO₂N)2C₆H₁₀))(OP((TolSO₂N)2C₆H₁₀))

(S,S,S,S,S,S)-BnNC₄H₆(OP((TolSO₂N)2C₆H₁₀))2

C₇₄H₁₀₂N₆O₁₂S₆

Refernces

• 1、 Choi, Jihoon,Lee, Bobin,Yu, Chan-Mo. "A novel allylic transfer reaction of chirally modified 2-borylbutadiene: Synthesis of chiral homoallenyl alcohols". supporting information; experimental part. p. 3811 - 3813. Retrieved 2011/05/19.
• 2、 Bisai, Alakesh,Prasad, B.A. Bhanu,Singh, Vinod K.. "Synthesis of chiral vicinal C2 symmetric and unsymmetric bis(sulfonamide) ligands based on trans-1,2-cyclohexanediamine by aminolysis of N-tosylaziridines". . p. 7935 - 7939. Retrieved 2007/10/03.