2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

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Chemical Name:2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid
CAS No.:729611-04-5
Molecular Formula:C₂₈H₂₇N₃O₅S₂
Molecular Weight:549.671
Hs Code.:

Synonyms:2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

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Chemical Property of 2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

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Technology Process of 2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

There total 11 articles about 2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic 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: 60.0%

: 1380347-52-3
ethyl 2-((2-[(2R)-2-((1E,3S)-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)-1,3-thiazole-4-carboxylate

: 729611-04-5
2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

Guidance literature:: ethyl 2-((2-[(2R)-2-((1E,3S)-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl)thio)-1,3-thiazole-4-carboxylate; With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; Cooling;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 597577-64-5
ethyl 2-[(2,2-diethoxyethyl)thio]-1,3-thiazole-4-carboxylate

: 729611-04-5
2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; water / acetonitrile / 16 h / 20 °C / Inert atmosphere

2.1: tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 50 °C / Inert atmosphere

3.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydroxide / tetrahydrofuran; methanol; water / 5 h / 20 °C

4.2: Cooling

With hydrogenchloride; water; sodium tris(acetoxy)borohydride; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 1380347-66-9
C₁₆H₁₃NO₃

: 729611-04-5
2-([2-((2R)-2-((1E,3S)-3-hydroxy-4-[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]but-1-enyl)-5-oxopyrrolidin-1-yl) ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane; toluene / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

4.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

4.2: 0.08 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane; ethanol / 6 h / 20 °C / Inert atmosphere

6.1: tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 50 °C / Inert atmosphere

7.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hydroxide / tetrahydrofuran; methanol; water / 5 h / 20 °C

8.2: Cooling

With hydrogenchloride; n-butyllithium; borane-THF; sodium tris(acetoxy)borohydride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008