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

Base Information

Chemical Name:(1S,5S)-ethyl 2-(4-methoxyphenyl)-2,3,8-triazabicyclo[3.3.1]non-3-ene-4-carboxylate
CAS No.:1387089-05-5
Molecular Formula:C₁₆H₂₁N₃O₃
Molecular Weight:303.361
Hs Code.:

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

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

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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

3: 20 % Pd(OH)2/C; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr / Inert atmosphere

With (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol tert-butyldimethylsilyl ether; 20 % Pd(OH)2/C; hydrogen; pyridinium chlorochromate; In methanol; dichloromethane; toluene;
DOI:10.1021/ja3041042

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 20 % Pd(OH)2/C; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr / Inert atmosphere

With 20 % Pd(OH)2/C; hydrogen; pyridinium chlorochromate; In methanol; dichloromethane;
DOI:10.1021/ja3041042