(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

Base Information

Chemical Name:(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate
CAS No.:1387089-04-4
Molecular Formula:C₂₄H₂₇N₃O₅
Molecular Weight:437.495
Hs Code.:

Synonyms:(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

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Chemical Property of (1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

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Technology Process of (1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

There total 2 articles about (1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate 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: 99.0%

: (3S)-ethyl 3-(2-oxoethyl)-2-(E)-phenyldiazenylheptanoate

: 1387089-04-4
(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1021/ja3041042

Reference yield:

: 1081749-58-7
(E)-ethyl 2-(2-phenylhydrazono)acetate

: 1387089-04-4
(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol tert-butyldimethylsilyl ether / toluene / 20 °C

2: pyridinium chlorochromate / dichloromethane / 0.5 h / 20 °C / Molecular sieve

With (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol tert-butyldimethylsilyl ether; pyridinium chlorochromate; In dichloromethane; toluene;
DOI:10.1021/ja3041042

Reference yield: 84.0%

: 1387089-04-4
(1S,5S)-8-benzyl 4-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4,8-dicarboxylate

: 1387089-05-5
(1S,5S)-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4-carboxylate

Guidance literature:: With 20 % Pd(OH)2/C; hydrogen; In methanol; at 20 ℃; for 2h; under 760.051 Torr; Inert atmosphere;
DOI:10.1021/ja3041042