(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

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Chemical Name:(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide
CAS No.:205498-80-2
Molecular Formula:C₂₅H₃₄N₄O₃S
Molecular Weight:470.636
Hs Code.:

Synonyms:(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

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Chemical Property of (2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

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Technology Process of (2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

There total 11 articles about (2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide 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: 64.0%

: 205498-79-9
C₄₉H₆₉N₇O₈S

: 205498-80-2
(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

Guidance literature:: With hydrogen bromide; acetic acid; In dichloromethane; for 1h;
DOI:10.1021/jm970800t

Reference yield:

: 2812-46-6
proline tert-butyl ester

: 205498-80-2
(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

2: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

3: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

4: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

5: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

6: 3N HCl / dioxane / 5 h

7: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

8: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

With hydrogenchloride; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm970800t

Reference yield:

: 205498-72-2
(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: 205498-80-2
(2R,3R)-3-Methoxy-2-methyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-3-[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidin-2-yl]-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

2: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

3: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

4: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

5: 3N HCl / dioxane / 5 h

6: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

7: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

With hydrogenchloride; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm970800t