2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI)

Base Information

Chemical Name:2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI)
CAS No.:508205-07-0
Molecular Formula:C10H17NO4
Molecular Weight:215.24628
Hs Code.:
Mol file:508205-07-0.mol

Synonyms:2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI)

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Chemical Property of 2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI)

Chemical Property:

PSA：78.79000
LogP:-0.64950

Purity/Quality:

Safty Information:

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Hazard Codes:

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Technology Process of 2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI)

There total 2 articles about 2-Azabicyclo[2.2.2]octane-3-carboxylic acid, 5,6-dihydroxy-, ethyl ester, (1S,3S,4S,5S,6R)- (9CI) 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:

: 851389-16-7
ethyl (1S,3S,4S,5S,6R)-5,6-dihydroxy-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.2]octane-3-carboxylate

: 508205-07-0,697289-68-2
ethyl (1S,3S,4S,5S,6R)-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-3-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 24h;
DOI:10.1055/s-2002-34901

Reference yield:

: 134984-64-8
exo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.2>bicyclooct-5-ene

: 508205-07-0,697289-68-2
ethyl (1S,3S,4S,5S,6R)-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: K₃Fe(CN)6; K₂CO₃; K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 20 °C

2: 18.8 g / H₂ / Pd/C / ethanol / 24 h / 20 °C / 760 Torr

With potassium dioxotetrahydroxoosmate(VI); hydrogen; potassium carbonate; potassium hexacyanoferrate(III); palladium on activated charcoal; In ethanol; water; tert-butyl alcohol;
DOI:10.1002/ejoc.200300700

Reference yield: 82.0%

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 508205-07-0,697289-68-2
ethyl (1S,3S,4S,5S,6R)-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-3-carboxylate

: 508204-99-7
ethyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-methylbutyryl]-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-3-carboxylate

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1055/s-2002-34901