N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)benzenesulfonamide

Base Information

• Chemical Name: N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)benzenesulfonamide
• CAS No.: 87360-02-9
• Molecular Formula: C24H31 N O3 S
• Molecular Weight: 413.581
• European Community (EC) Number: 632-978-5
• UNII: UMH468285U
• Nikkaji Number: J1.608.962A
• Mol file: 87360-02-9.mol

Synonyms:UNII-UMH468285U;87360-02-9;UMH468285U;Benzenesulfonamide, N-(3,5-dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)-;Benzenesulfonamide, N-(3,5-dimethylphenyl)-N-(3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)-, (1S-(endo,endo))-;N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)benzenesulfonamide;N-(3,5-dimethylphenyl)-N-[(1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]benzenesulfonamide;(4alpha)-1beta,7,7-Trimethyl-3beta-[(phenylsulfonyl)(3,5-dimethylphenyl)amino]bicyclo[2.2.1]heptane-2beta-ol

Chemical Property of N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 2.17E-13mmHg at 25°C
• Refractive Index: 1.602
• Boiling Point: 560.3°C at 760 mmHg
• Flash Point: 292.6°C
• PSA: 65.99000
• Density: 1.212g/cm³
• LogP: 5.76510
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 413.20246502
• Heavy Atom Count: 29
• Complexity: 698

Purity/Quality:

CIS-3-[N-(3,5-DIMETHYLPHENYL)BENZENESULFONAMIDO]BORNEOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)N(C2C3CCC(C2O)(C3(C)C)C)S(=O)(=O)C4=CC=CC=C4)C
• Isomeric SMILES: CC1=CC(=CC(=C1)N([C@H]2[C@H]3CC[C@@]([C@H]2O)(C3(C)C)C)S(=O)(=O)C4=CC=CC=C4)C

Technology Process of N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)benzenesulfonamide

There total 23 articles about N-(3,5-Dimethylphenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo(2.2.1)hept-2-yl)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: 93.0%

(S)-6-[3-(tert-Butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-propenyl]-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester → N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide (87360-02-9) + 6-[3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-propenyl]-2-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:

With triethylamine; In methanol; at 115 ℃; for 15h; under 2850.23 Torr;

DOI:10.1007/s706-002-8242-9

Reference yield: 93.0%

(1R,2R,3S,4S)-<3--2-bornyl>-(1S,5R)-5-(5-tert-butyl-diphenyl-silyloxy-1-penten-2-yl)-2-oxo-cyclopentanecarboxylate (172374-00-4) → N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide (87360-02-9) + ethyl (1S,5R)-5-<(5-tert-butyldiphenylsilyloxy)-1-penten-2-yl>-2-oxo-cyclopentanecarboxylate (172374-01-5)

Guidance literature:

With titanium(IV) tetraethanolate; In ethanol; for 96h; Heating;

DOI:10.1016/0040-4020(95)00834-U

Reference yield: 91.0%

methanol (67-56-1) + (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (170116-94-6) → N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide (87360-02-9) + (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:

at 125 ℃; autoclave;

DOI:10.1016/00404-0399(50)0886H-

upstream raw materials:

(1R,3S,4S)-3-(3,5-Dimethyl-phenylamino)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

benzenesulfonyl chloride

methanol

(R)-2-Hydroxy-6-methyl-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Downstream raw materials:

Chloro-acetic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

(1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-cyclohexenecarboxylate

(1R,2R,3S,4S)-<3--2-bornyl>-(1R*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate

(1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate