(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

Base Information

Chemical Name:(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane
CAS No.:212612-62-9
Molecular Formula:C₂₇H₃₂N₂O₅
Molecular Weight:464.561
Hs Code.:

Synonyms:(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

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Chemical Property of (3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

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Technology Process of (3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

There total 12 articles about (3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[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: 83.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 212612-53-8
(3S,6S,8R,9S)-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

: 212612-62-9
(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

Guidance literature:: With N-Ethylmaleimide; In dichloromethane;
DOI:10.1016/S0960-894X(98)00289-3

Reference yield:

: 212612-60-7
(2S,3R,5S)-3-Phenyl-5-((E)-propenyl)-pyrrolidine-2-carboxylic acid methyl ester

: 212612-62-9
(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 4 steps

1.1: cyanuric fluoride; pyridine / CH₂Cl₂ / 1.5 h / -20 °C

1.2: 60 percent / N-ethylmorpholine / CH₂Cl₂ / 18 h / 20 °C

2.1: O₃ / methanol; CH₂Cl₂ / 0.17 h / -78 °C

2.2: 84 percent / Me₂S / methanol; CH₂Cl₂ / -78 - 20 °C

3.1: 75 percent / H₂ / palladium/BaSO₄ / methanol / 26 h

4.1: 75 percent / 4-ethylmorpholine / CH₂Cl₂ / 0 °C / Heating

With N-ethylmorpholine;; pyridine; trifluoro-[1,3,5]triazine; hydrogen; ozone; Pd-BaSO₄; In methanol; dichloromethane; 1.1: Fluorination / 1.2: Acylation / 2.1: Oxidation / 2.2: Cyclization / 3.1: Reduction / 4.1: Substitution;
DOI:10.1021/jo991649t

Reference yield:

: 270257-65-3
(3S,6S,8R,9S)-N-benzyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-5-hydroxy-8-phenyl-2-oxobicylo[4.3.0]nonane

: 212612-62-9
(3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / H₂ / palladium/BaSO₄ / methanol / 26 h

2: 75 percent / 4-ethylmorpholine / CH₂Cl₂ / 0 °C / Heating

With N-ethylmorpholine;; hydrogen; Pd-BaSO₄; In methanol; dichloromethane; 1: Reduction / 2: Substitution;
DOI:10.1021/jo991649t