(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

Base Information

Chemical Name:(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane
CAS No.:758719-30-1
Molecular Formula:C₂₇H₃₄N₂O₃
Molecular Weight:434.579
Hs Code.:

Synonyms:(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

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Chemical Property of (3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

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Technology Process of (3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

There total 6 articles about (3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane 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:

: C₂₀H₂₆N₂O₅

: 100-39-0
benzyl bromide

: 100-52-7
benzaldehyde

: (3S,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

: 758719-30-1
(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

Guidance literature:: C₂₀H₂₆N₂O₅; With hydrogen; palladium 10% on activated carbon; In methanol;

benzaldehyde; With magnesium sulfate; triethylamine; In dichloromethane;

benzyl bromide; With sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol;

Reference yield:

: (3S,6R,8aR)-6-Benzyloxycarbonylamino-5-oxo-octahydro-indolizine-3-carboxylic acid tert-butyl ester

: 758719-30-1
(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂ / Pd/C / methanol

2.1: Et₃N; MgSO₄ / CH₂Cl₂ / 24 h / 20 °C

3.1: LiHMDS / tetrahydrofuran / 0.33 h / -78 °C

3.2: tetrahydrofuran / 20 °C

4.1: NaBH₄ / methanol / 0.25 h

With sodium tetrahydroborate; hydrogen; magnesium sulfate; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2006-926370

Reference yield:

: 100-39-0
benzyl bromide

: 1-aza-2-oxo-3-benzylidenamino-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

: (3S,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

: 758719-30-1
(3R,6S,9S)-1-aza-2-oxo-3-benzylamino-3-benzyl-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane

Guidance literature:: 1-aza-2-oxo-3-benzylidenamino-9-(tert-butoxycarbonyl)bicyclo[4.3.0]nonane; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

benzyl bromide; In tetrahydrofuran; at -50 ℃; for 5h;

With sodium tetrahydroborate; In methanol; Further stages.;
DOI:10.1016/j.tetlet.2004.06.077