(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

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Chemical Name:(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate
CAS No.:1221263-02-0
Molecular Formula:C₄₁H₄₈N₄O₆S
Molecular Weight:724.921
Hs Code.:

(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

Synonyms:(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

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Chemical Property of (2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

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Technology Process of (2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

There total 12 articles about (2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-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: 81.0%

: 1137882-37-1
3-[(R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl]benzoic acid

: 1221264-22-7
(2R,4R)-tert-butyl 2-((1S,2S)-2-amino-1-hydroxy-3-phenylpropyl)-4-(benzyloxy)pyrrolidine-1-carboxylate

: 1221263-02-0
(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

Guidance literature:: 3-[(R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl]benzoic acid; With benzotriazol-1-ol; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

(2R,4R)-tert-butyl 2-((1S,2S)-2-amino-1-hydroxy-3-phenylpropyl)-4-(benzyloxy)pyrrolidine-1-carboxylate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 250122-38-4
(2R,4R)-4-benzyloxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 1221263-02-0
(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

1.2: 0 °C / pH 4

2.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 0.5 h / 0 - 20 °C

3.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

3.3: 1 h / 0 °C / Aqueous phosphate buffer

4.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 °C

4.2: 0.5 h / 0 °C

4.3: pH 2

5.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / 80 °C / Inert atmosphere

6.1: barium hydroxide octahydrate / 1,4-dioxane; water / 3 h / 105 °C

7.1: benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.2: 2 h / 0 °C / Inert atmosphere

7.3: 0 - 20 °C / Inert atmosphere

With lithium borohydride; barium hydroxide octahydrate; lithium hydroxide monohydrate; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; dihydrogen peroxide; sulfur trioxide pyridine complex; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

: 869527-82-2
tert-butyl (2R,4R)-4-benzyloxy-2-hydroxymethylpyrrolidine-1-carboxylate

: 1221263-02-0
(2R,4R)-tert-butyl 4-(benzyloxy)-2-((1S,2S)-1-hydroxy-2-(3-((R)-2-(4-methylthiazol-2-yl)pyrrolidine-1-carbonyl)benzamido)-3-phenylpropyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 0.5 h / 0 - 20 °C

2.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 1 h / 0 °C / Aqueous phosphate buffer

3.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 °C

3.2: 0.5 h / 0 °C

3.3: pH 2

4.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / 80 °C / Inert atmosphere

5.1: barium hydroxide octahydrate / 1,4-dioxane; water / 3 h / 105 °C

6.1: benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

6.2: 2 h / 0 °C / Inert atmosphere

6.3: 0 - 20 °C / Inert atmosphere

With barium hydroxide octahydrate; lithium hydroxide monohydrate; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; dihydrogen peroxide; sulfur trioxide pyridine complex; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; toluene;