ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

Base Information

Chemical Name:ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride
CAS No.:1355026-77-5
Molecular Formula:C₁₇H₂₅NO₃*ClH
Molecular Weight:327.851
Hs Code.:

Synonyms:ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

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Chemical Property of ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

Chemical Property:

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Technology Process of ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

There total 4 articles about ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride 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: 100.0%

: 1355026-76-4
ethyl (4R,5E,7S)-8-(3-methylphenyl)-7-hydroxy-4-({tert-butyloxycarbonyl}amino)-5-octenoate

: 1355026-77-5
ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; ethanol; at 20 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

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

: 1355026-77-5
ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C

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

3.1: hydrogenchloride / 1,4-dioxane; ethanol / 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,4-dioxane; ethanol; toluene; mineral oil; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 597577-78-1
(4R)-4-t-butoxycarbonylamino-5-hydroxypentanoic acid ethyl ester

: 1355026-77-5
ethyl (4R,5E,7S)-4-amino-7-hydroxy-8-(3-methylphenyl)-5-octenoate hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -70 - -40 °C

1.2: 0.5 h / -40 - -5 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C

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

4.1: hydrogenchloride / 1,4-dioxane; ethanol / 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; borane-THF; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene; mineral oil; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018