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

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Chemical Name:2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid
CAS No.:185099-76-7
Molecular Formula:C₃₄H₄₅N₃O₆
Molecular Weight:591.748
Hs Code.:

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

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

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

There total 10 articles about 2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid 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: 96.0%

: 185099-75-6
2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

: 185099-76-7
2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid

Guidance literature:: With sodium hydroxide; In methanol;
DOI:10.1016/S0960-894X(03)00261-0

Reference yield:

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

: 185099-76-7
2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

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

2: 0.284 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

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

5: 100 percent / HCl / ethyl acetate / 20 °C

6: EDC; HOBT; 4-methylmorpholine / CH₂Cl₂ / 20 °C

7: 96 percent / aq. NaOH / methanol

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; 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

: 185099-76-7
2-{(1R,3S,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

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

2: 0.284 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

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

5: 100 percent / HCl / ethyl acetate / 20 °C

6: EDC; HOBT; 4-methylmorpholine / CH₂Cl₂ / 20 °C

7: 96 percent / aq. NaOH / methanol

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