4-Thiazolecarboxylic acid, 2-[[2-[(2R)-2-[(1E,3S)-4-[3-(2-benzofuranyl)phenyl]-3-hydroxy-1-butenyl]- 5-oxo-1-pyrrolidinyl]ethyl]thio]-

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Chemical Name:4-Thiazolecarboxylic acid, 2-[[2-[(2R)-2-[(1E,3S)-4-[3-(2-benzofuranyl)phenyl]-3-hydroxy-1-butenyl]- 5-oxo-1-pyrrolidinyl]ethyl]thio]-
CAS No.:494223-92-6
Molecular Formula:C28H26N2O5S2
Molecular Weight:534.657
Hs Code.:
Mol file:494223-92-6.mol

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Chemical Property of 4-Thiazolecarboxylic acid, 2-[[2-[(2R)-2-[(1E,3S)-4-[3-(2-benzofuranyl)phenyl]-3-hydroxy-1-butenyl]- 5-oxo-1-pyrrolidinyl]ethyl]thio]-

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Technology Process of 4-Thiazolecarboxylic acid, 2-[[2-[(2R)-2-[(1E,3S)-4-[3-(2-benzofuranyl)phenyl]-3-hydroxy-1-butenyl]- 5-oxo-1-pyrrolidinyl]ethyl]thio]-

There total 10 articles about 4-Thiazolecarboxylic acid, 2-[[2-[(2R)-2-[(1E,3S)-4-[3-(2-benzofuranyl)phenyl]-3-hydroxy-1-butenyl]- 5-oxo-1-pyrrolidinyl]ethyl]thio]- 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: 98.0%

: 1380346-98-4
ethyl 2-((2-[(2R)-2-((1E,3S)-4-[3-(1-benzofuran-2-yl)phenyl]-3-hydroxy-1-buten-1-yl)-5-oxo-1-pyrrolidinyl]ethyl) thio)-1,3-thiazole-4-carboxylate

: 494223-92-6
2-([2-((2R)-2-((1E,3S)-4-[3-(1-benzofuran-2-yl)phenyl]-3-hydroxybut-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-(1-benzofuran-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:

: C₂₉H₃₃NO₆

: 494223-92-6
2-([2-((2R)-2-((1E,3S)-4-[3-(1-benzofuran-2-yl)phenyl]-3-hydroxybut-1-enyl)-5-oxopyrrolidin-1-yl)ethyl]sulfanyl)-1,3-thiazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 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

1.2: 0.08 h / 20 °C / Inert atmosphere

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

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

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

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

5.2: Cooling

With hydrogenchloride; borane-THF; sodium tris(acetoxy)borohydride; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

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

: 494223-92-6
2-([2-((2R)-2-((1E,3S)-4-[3-(1-benzofuran-2-yl)phenyl]-3-hydroxybut-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