ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Base Information

Chemical Name:ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate
CAS No.:1380347-55-6
Molecular Formula:C₂₉H₃₆N₂O₆
Molecular Weight:508.615
Hs Code.:

Synonyms:ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

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Chemical Property of ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

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Technology Process of ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

There total 9 articles about ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate 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:

: C₂₉H₃₄N₂O₆

: 1380347-55-6
ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: C₂₉H₃₄N₂O₆; With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 20 ℃; for 1.08333h; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 494224-49-6
(R)-ethyl 4-(tert-butoxycarbonylamino)-5-oxopentanoate

: 1380347-55-6
ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 2 h / 0 °C / Inert atmosphere

2.1: 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

2.2: 0.08 h / 20 °C / Inert atmosphere

With borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; mineral oil; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 1380347-32-9
N-methoxy-N-methyl-2-[3-(4-methyl-1,3-benzoxazol-2-yl)phenyl]acetamide

: 1380347-55-6
ethyl (4R,5E,7S)-8-(3-(4-methyl-1,3-benzoxazol-2-yl)phenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 2 h / -78 °C / Inert atmosphere

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

2.2: 2 h / 0 °C / Inert atmosphere

3.1: 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

3.2: 0.08 h / 20 °C / Inert atmosphere

With n-butyllithium; borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; toluene; mineral oil; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008