7-Tosyl-7-azabicyclo[2.2.1]heptane

Base Information

• Chemical Name: 7-Tosyl-7-azabicyclo[2.2.1]heptane
• CAS No.: 188624-92-2
• Molecular Formula: C13H17NO2S
• Molecular Weight: 251.349
• ChEMBL ID: CHEMBL4517854
• DSSTox Substance ID: DTXSID00572191
• Nikkaji Number: J840.378C
• Wikidata: Q82460476

Synonyms:7-Tosyl-7-azabicyclo[2.2.1]heptane;188624-92-2;7-(4-methylphenyl)sulfonyl-7-azabicyclo[2.2.1]heptane;CHEMBL4517854;SCHEMBL13812162;DTXSID00572191;7-Azabicyclo[2.2.1]heptane, 7-[(4-methylphenyl)sulfonyl]-;BS-22005;7-(4-Methylbenzene-1-sulfonyl)-7-azabicyclo[2.2.1]heptane

Chemical Property of 7-Tosyl-7-azabicyclo[2.2.1]heptane

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.09799996
• Heavy Atom Count: 17
• Complexity: 359

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)N2C3CCC2CC3

Technology Process of 7-Tosyl-7-azabicyclo[2.2.1]heptane

There total 6 articles about 7-Tosyl-7-azabicyclo[2.2.1]heptane 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: 80.0%

N-(trans-4-hydroxycyclohexyl)-4-methylbenzenesulfonamide (343313-51-9) → 7-[(4-methylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptane (188624-92-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ol015746w

Reference yield: 68.0%

(trans-4-hydroxycyclohexyl)-4-methylbenzene sulfonamide. → 7-[(4-methylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptane (188624-92-2)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -10 - 20 ℃; for 3h;

DOI:10.1016/j.tet.2009.05.007

Reference yield:

trans-4-aminocyclohexanol hydrochloride (50910-54-8) → 7-[(4-methylphenyl)sulfonyl]-7-azabicyclo[2.2.1]heptane (188624-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH; Et₃N / acetonitrile

2: 80 percent / PPh₃; DEAD / tetrahydrofuran / 25 °C

With potassium hydroxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile; 2: Mitsunobu reaction;

DOI:10.1021/ol015746w

upstream raw materials:

7-azabicyclo[2.2.1]heptane hydrochloride

p-toluenesulfonyl chloride

N-(trans-4-hydroxycyclohexyl)-4-methylbenzenesulfonamide

trans-4-aminocyclohexanol hydrochloride

Downstream raw materials:

7-azabicyclo[2.2.1]heptane hydrochloride

C₃₁H₄₆N₄O

3-[3,3-dimethyl-4-oxo-4-(7-azabicyclo[2.2.1]heptan-7-yl)butyl]-4-[(1S)-1-methyl-2-{1-benzyl-pyrrolidin-3-ylamino}ethyl]-5-(3,5-dimethylphenyl)-1H-pyrrole

C₃₈H₄₈N₄OS

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