(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester
CAS No.:387337-39-5
Molecular Formula:C₃₂H₃₁N₃O₇S
Molecular Weight:601.68
Hs Code.:

(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

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Chemical Property of (S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

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Technology Process of (S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

There total 4 articles about (S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl 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:

: 387336-56-3
(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-(4-nitro-phenyl)-propionic acid methyl ester

: 387337-39-5
(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Zn; NH₄Cl / methanol / 3 h / Heating

2: AcOH / 120 °C

With ammonium chloride; acetic acid; zinc; In methanol;
DOI:10.1016/j.bmcl.2003.11.063

Reference yield:

: 387336-55-2
2-benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid

: 387337-39-5
(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: EDAC; HOBt; i-Pr₂NEt / CH₂Cl₂ / 23 °C

2: Zn; NH₄Cl / methanol / 3 h / Heating

3: AcOH / 120 °C

With ammonium chloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2003.11.063

Reference yield:

: 387336-54-1
2-benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carboxylic acid ethyl ester

: 387337-39-5
(S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: aq. LiOH / methanol / 60 °C

2: EDAC; HOBt; i-Pr₂NEt / CH₂Cl₂ / 23 °C

3: Zn; NH₄Cl / methanol / 3 h / Heating

4: AcOH / 120 °C

With lithium hydroxide; ammonium chloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2003.11.063