2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

Base Information

Chemical Name:2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester
CAS No.:185148-35-0
Molecular Formula:C₃₂H₄₂N₂O₅
Molecular Weight:534.696
Hs Code.:

Synonyms:2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

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Chemical Property of 2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

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Technology Process of 2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

There total 5 articles about 2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester 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:

: 6091-64-1
2-bromobenzoic acid ethyl ester

: 185148-35-0
2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / (Ph₃P)4Pd / toluene / Heating

2: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

4: EDC; HOBT; 4-methylmorpholine / 20 °C

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; toluene; 1: Stille coupling;
DOI:10.1016/S0960-894X(03)00261-0

Reference yield:

: tert-butyl 3-(trimethylstannyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate

: 185148-35-0
2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / (Ph₃P)4Pd / toluene / Heating

2: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

4: EDC; HOBT; 4-methylmorpholine / 20 °C

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; toluene; 1: Stille coupling;
DOI:10.1016/S0960-894X(03)00261-0

Reference yield:

: 185099-70-1
3-(2-ethoxycarbonyl-phenyl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester

: 185148-35-0
2-[(1R,3R,5S)-8-((R)-2-tert-Butoxycarbonylamino-5-phenyl-pentanoyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

2: 100 percent / HCl / dioxane

3: EDC; HOBT; 4-methylmorpholine / 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol;
DOI:10.1016/S0960-894X(03)00261-0