N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

Base Information

Chemical Name:N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide
CAS No.:211297-02-8
Molecular Formula:C₄₀H₃₄BrF₂N₃O₆S
Molecular Weight:802.693
Hs Code.:

N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

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Chemical Property of N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

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Technology Process of N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

There total 6 articles about N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide 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:

: 2-bromo-6-isobutylphenol

: 211297-02-8
N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: PPh₃; DEAD / tetrahydrofuran / 0 - 20 °C

2.1: LiBH₄ / tetrahydrofuran

3.1: MsCl; Et₃N / tetrahydrofuran / 0 °C

3.2: NaN₃ / hexamethylphosphoric acid triamide / 50 °C

4.1: SnCl₂*2H₂O; NaOH / aq. ethanol / 0 °C

4.2: WSC*HCl; HOBt / dimethylformamide

5.1: HCl / ethyl acetate

5.2: WSC*HCl; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; lithium borohydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; tin(ll) chloride; diethylazodicarboxylate; In tetrahydrofuran; ethanol; ethyl acetate; 1.1: Substitution / 2.1: Reduction / 3.1: Substitution / 3.2: Substitution / 4.1: Reduction / 4.2: Carbonylation / 5.1: Deprotection / 5.2: Carbonylation;
DOI:10.1021/jm9905155

Reference yield:

: (2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 211297-02-8
N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: MsCl; Et₃N / tetrahydrofuran / 0 °C

1.2: NaN₃ / hexamethylphosphoric acid triamide / 50 °C

2.1: SnCl₂*2H₂O; NaOH / aq. ethanol / 0 °C

2.2: WSC*HCl; HOBt / dimethylformamide

3.1: HCl / ethyl acetate

3.2: WSC*HCl; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; methanesulfonyl chloride; triethylamine; tin(ll) chloride; In tetrahydrofuran; ethanol; ethyl acetate; 1.1: Substitution / 1.2: Substitution / 2.1: Reduction / 2.2: Carbonylation / 3.1: Deprotection / 3.2: Carbonylation;
DOI:10.1021/jm9905155

Reference yield:

: (2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 211297-02-8
N-{(2S,4R)-4-(2-Bromo-6-isobutyl-phenoxy)-1-[2-(2,4-difluoro-benzoyl)-benzoyl]-pyrrolidin-2-ylmethyl}-4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiBH₄ / tetrahydrofuran

2.1: MsCl; Et₃N / tetrahydrofuran / 0 °C

2.2: NaN₃ / hexamethylphosphoric acid triamide / 50 °C

3.1: SnCl₂*2H₂O; NaOH / aq. ethanol / 0 °C

3.2: WSC*HCl; HOBt / dimethylformamide

4.1: HCl / ethyl acetate

4.2: WSC*HCl; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; lithium borohydride; methanesulfonyl chloride; triethylamine; tin(ll) chloride; In tetrahydrofuran; ethanol; ethyl acetate; 1.1: Reduction / 2.1: Substitution / 2.2: Substitution / 3.1: Reduction / 3.2: Carbonylation / 4.1: Deprotection / 4.2: Carbonylation;
DOI:10.1021/jm9905155