tert-butyl (1R,2S,6R)-2-acetyl-9-azabicyclo[4.2.1]nonane-9-carboxylate

Base Information

• Chemical Name: tert-butyl (1R,2S,6R)-2-acetyl-9-azabicyclo[4.2.1]nonane-9-carboxylate
• CAS No.: 112020-13-0
• Molecular Formula: C15H25 N O3
• Molecular Weight: 267.368

Synonyms:9-Azabicyclo[4.2.1]nonane-9-carboxylicacid, 2-acetyl-, 1,1-dimethylethyl ester, exo-(?à)-; 9-Azabicyclo[4.2.1]nonane-9-carboxylic acid,2-acetyl-, 1,1-dimethylethyl ester, exo-

Chemical Property of tert-butyl (1R,2S,6R)-2-acetyl-9-azabicyclo[4.2.1]nonane-9-carboxylate

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Boiling Point: 363.1°Cat760mmHg
• Flash Point: 173.4°C
• Density: 1.068g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl (1R,2S,6R)-2-acetyl-9-azabicyclo[4.2.1]nonane-9-carboxylate

There total 41 articles about tert-butyl (1R,2S,6R)-2-acetyl-9-azabicyclo[4.2.1]nonane-9-carboxylate 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%

(±)-tert-butyl 5-acetyl-9-azabicyclo[4.2.1]non-2-ene-9-carboxylate → 2-acetyl-9-(tert-butoxycarbonyl)-9-azabicyclo<4.2.1>nonane (112020-13-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1016/S0040-4020(99)00909-6

Reference yield: 86.0%

2-acetyl-9-(tert-butoxycarbonyl)-5-iodo-9-azabicyclo<4.2.1>nonane → 2-acetyl-9-(tert-butoxycarbonyl)-9-azabicyclo<4.2.1>nonane (112020-13-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Heating;

DOI:10.1039/c39950001461

Reference yield: 65.0%

(E)- and (Z)-t-butyl 2-(1-methoxyethylidene)-9-azabicyclo<4.2.1>nonane-9-carboxylate (111964-10-4,111964-14-8) → N-Boc dihydroanatoxin-a (90741-49-4,90820-98-7,90821-04-8,90821-05-9,96997-82-9,112020-12-9,112020-13-0)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 0.0833333h; Ambient temperature;

upstream raw materials:

di-tert-butyl dicarbonate

3-(tert-butoxycarbonyl)-3-azabicyclo[6.2.0]dec-7-ene-2-one

1,5-cis,cis-cyclooctadiene

3-azabicyclo<6.2.0>dec-7-ene-2-one

Downstream raw materials:

(+/-)-Anatoxin A

(1R,2S,6R)-9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester

(1R,2S,6R)-9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 2-methyl ester

C₂₀H₃₇NO₄Si

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