(3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate

Base Information

• Chemical Name: (3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate
• CAS No.: 952423-57-3
• Molecular Formula: C16H19NO3
• Molecular Weight: 273.33
• Mol file: 952423-57-3.mol

Synonyms:(3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate;exo-8-cbz-3-formyl-8-azabicyclo[3.2.1]octane

Chemical Property of (3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property:

• PSA: 46.61000
• LogP: 2.70300

Purity/Quality:

97% ^*data from raw suppliers

exo-8-Cbz-3-formyl-8-azabicyclo[3.2.1]octane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate

There total 6 articles about (3-exo)-benzyl3-formyl-8-azabicyclo[3.2.1]octane-8-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: 98.0%

C17H21NO3 (952423-55-1) → benzyl 3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate (952423-57-3)

Guidance literature:

With hydrogenchloride; water;

DOI:10.1021/jo801830x

Reference yield: 80.0%

benzyl 8H-spiro[8-azabicyclo[3.2.1]octane-3,2'-oxirane]-8-carboxylate → benzyl 3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate (952423-57-3)

Guidance literature:

benzyl 8H-spiro[8-azabicyclo[3.2.1]octane-3,2'-oxirane]-8-carboxylate; With boron trifluoride diethyl etherate; In tetrahydrofuran; at 5 ℃; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1021/jo801830x

Reference yield:

benzyl 8H-spiro[8-azabicyclo[3.2.1]octane-3,2'-oxirane]-8-carboxylate → benzyl 3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate (952423-57-3) + benzyl 3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 5 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1021/jo801830x

upstream raw materials:

C₁₇H₂₁NO₃

benzyl chloroformate

tropinone

Downstream raw materials:

C₂₀H₂₈N₂O₃S

1-(2-hydroxy-1-(1R)-phenylethyl amino)-1-(8-(benzyloxy carbonyl)-8-aza-bicyclo[3.2.1]-oct-3-yl)-exo-methane-1-(1S)-carbonitrile hydrochloride salt

1-(2-hydroxy-1-(1R)-phenylethyl amino)-1-(8-(benzyloxy carbonyl)-8-aza-bicyclo[3.2.1]-oct-3-yl)-exo-methane-1-(1S)-carboxylic acid methyl ester hydrochloride salt

1-(2-hydroxy-1-(1R)-phenylethyl amino)-1-(8-(benzyloxycarbonyl)-8-aza-bicyclo[3.2.1]-oct-3-yl)-exo-methane-1-(1S)-carbo-nitrile