7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene

Base Information

• Chemical Name: 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene
• CAS No.: 205813-76-9
• Molecular Formula: C₁₈H₂₁NO₄S
• Molecular Weight: 347.435
• Mol file: 205813-76-9.mol

Synonyms:7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene

Chemical Property of 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene

There total 7 articles about 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene 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: 95.0%

(1R,4S,5S,6S)-5-((S)-2-Hydroxy-1-methyl-ethoxy)-6-(toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid tert-butyl ester (205498-97-1) → 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene (205813-76-9)

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; toluene; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo971907r

Reference yield: 93.0%

(1R,4S,5S,6S)-5-((S)-1-Carboxy-ethoxy)-6-(toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid tert-butyl ester (205498-94-8) → 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene (205813-76-9)

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; toluene; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo971907r

Reference yield: 83.0%

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) + ethynyl p-tolyl sulfone (13894-21-8) → 7-tert-butoxycarbonyl-2-(p-tolylsulfonyl)-7-azabicyclo[2.2.1]hept-2,5-diene (205813-76-9)

Guidance literature:

at 80 ℃; for 36h;

upstream raw materials:

(1R,4S,5S,6S)-5-((S)-2-Hydroxy-1-methyl-ethoxy)-6-(toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid tert-butyl ester

(1R,4S,5S,6S)-5-((S)-1-Carboxy-ethoxy)-6-(toluene-4-sulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonyl-pyrrole

ethynyl p-tolyl sulfone

Downstream raw materials:

(1R,2R,6S,7R,8S)-4,4-Dimethyl-8-(toluene-4-sulfonyl)-3,5-dioxa-10-aza-tricyclo[5.2.1.0^2,6]decane-10-carboxylic acid tert-butyl ester

[(3aR,4R,7aS)-2,2-Dimethyl-6-(toluene-4-sulfonyl)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid tert-butyl ester

[(1R,5S,6R)-5,6-Dihydroxy-3-(toluene-4-sulfonyl)-cyclohex-3-enyl]-carbamic acid tert-butyl ester

((3aR,4R,6S,7S,7aS)-7-Hydroxy-2,2-dimethyl-6-phenylselanyl-hexahydro-benzo[1,3]dioxol-4-yl)-carbamic acid tert-butyl ester