(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Name:(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate
CAS No.:1332880-46-2
Molecular Formula:C₂₄H₃₁NO₆
Molecular Weight:429.513
Hs Code.:

Synonyms:(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Property of (2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

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Technology Process of (2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

There total 3 articles about (2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-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: 77.0%

: 1332880-39-3
(2S,3R,4R)-2-(cyclohexanecarbonyloxy)-4-hydroxypentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

: 65-85-0,8013-63-6
benzoic acid

: 1332880-46-2
(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/adsc.201100252

Reference yield:

: C₁₃H₂₁NO₄

: 1332880-46-2
(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: water; acetic acid / 3 h / 50 °C / Inert atmosphere

2: (S)-(-)-1-tris(trimethylsilyl)silyloxy-3-(3'-methyl-3'H-imidazol-4'-yl)-2-(2'',4'',6''-triisopropylbenzenesulfonylamino)propane; N-ethyl-N,N-diisopropylamine / tetrachloromethane; chloroform / 24 h / 20 °C / Inert atmosphere

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 24 h / 0 - 20 °C / Inert atmosphere

With (S)-(-)-1-tris(trimethylsilyl)silyloxy-3-(3'-methyl-3'H-imidazol-4'-yl)-2-(2'',4'',6''-triisopropylbenzenesulfonylamino)propane; di-isopropyl azodicarboxylate; water; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; chloroform; toluene; 3: Mitsunobu reaction;
DOI:10.1002/adsc.201100252

Reference yield:

: (2R,3s,4S)-2,4-dihydroxypentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

: 1332880-46-2
(2S,3S,4S)-2-(benzoyloxy)-4-(cyclohexanecarbonyloxy)pentan-3-yl 2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: (S)-(-)-1-tris(trimethylsilyl)silyloxy-3-(3'-methyl-3'H-imidazol-4'-yl)-2-(2'',4'',6''-triisopropylbenzenesulfonylamino)propane; N-ethyl-N,N-diisopropylamine / tetrachloromethane; chloroform / 24 h / 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 24 h / 0 - 20 °C / Inert atmosphere

With (S)-(-)-1-tris(trimethylsilyl)silyloxy-3-(3'-methyl-3'H-imidazol-4'-yl)-2-(2'',4'',6''-triisopropylbenzenesulfonylamino)propane; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; chloroform; toluene; 2: Mitsunobu reaction;
DOI:10.1002/adsc.201100252