N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide

Base Information

• Chemical Name: N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide
• CAS No.: 99295-72-4
• Molecular Formula: C22H39 N O3 S
• Molecular Weight: 397.61
• European Community (EC) Number: 622-290-3
• DSSTox Substance ID: DTXSID20456409
• Nikkaji Number: J283.473A
• Wikidata: Q76416694
• Mol file: 99295-72-4.mol

Synonyms:99295-72-4;N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide;N,N-dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethyl-1-bicyclo[2.2.1]heptanyl]methanesulfonamide;(-)-N,N-Dicyclohexyl-(1S)-isoborneol-10-sulfonamide;SCHEMBL9898859;DTXSID20456409;PD159903;(-)-10-Dicyclohexylsulfamoyl-d-isoborneo l,98%;(-)-N,N-Dicyclohexyl-(1S)-isoborneol-10-sulfonamide, 98%;N,N-Dicyclohexyl-[(1R,4beta)-2beta-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1alpha-yl]methanesulfonamide

Chemical Property of N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide

Chemical Property:

• Melting Point: 163-164 °C(lit.)
• Refractive Index: 1.557
• Boiling Point: 520.4°Cat760mmHg
• Flash Point: 268.5°C
• PSA: 65.99000
• Density: 1.16g/cm³
• LogP: 5.55160
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 397.26506528
• Heavy Atom Count: 27
• Complexity: 610

Purity/Quality:

99% ^*data from raw suppliers

(?)-N,N-Dicyclohexyl-(1S)-isoborneol-10-sulfonamide 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(C2)O)CS(=O)(=O)N(C3CCCCC3)C4CCCCC4)C
• Isomeric SMILES: CC1([C@H]2CC[C@@]1([C@H](C2)O)CS(=O)(=O)N(C3CCCCC3)C4CCCCC4)C

Technology Process of N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide

There total 12 articles about N,N-Dicyclohexyl-1-[(1R,2S,4S)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl]methanesulfonamide 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: 100.0%

(S)-2-Acetoxy-decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester → (S)-2-Hydroxydecanoic acid (70267-29-7,37639-46-6) + (+)-(1R,2S,4S)-N,N-dicyclohexyl-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptane-1-methanesulfonamide (99295-72-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 20h;

DOI:10.1002/hlca.19850680127

Reference yield: 92.0%

(S)-2-Acetoxy-decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester → (S)-decane-1,2-diol (84276-14-2) + (+)-(1R,2S,4S)-N,N-dicyclohexyl-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptane-1-methanesulfonamide (99295-72-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 1h; Yield given;

DOI:10.1002/hlca.19850680127

Reference yield: 90.0%

(R)-2-Bromo-decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (104926-28-5) → (+)-(1R,2S,4S)-N,N-dicyclohexyl-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptane-1-methanesulfonamide (99295-72-4) + (R)-2-bromodecanol (104898-05-7)

Guidance literature:

With calcium borohydride; In tetrahydrofuran;

upstream raw materials:

(R)-2-Bromo-decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(S)-2-Benzyl-1-(4-methoxy-benzyl)-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(S)-2-(4-Methoxy-benzylamino)-3-phenyl-propionic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Downstream raw materials:

(E)-But-2-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chloro-acetic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Bromo-acetic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester