methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

Base Information

Chemical Name:methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate
CAS No.:1265501-19-6
Molecular Formula:C₁₉H₂₇NO₅Si
Molecular Weight:377.513
Hs Code.:

Synonyms:methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

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Chemical Property of methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

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Technology Process of methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

There total 2 articles about methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate 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: 68.0%

: (x)C₂HF₃O₂*C₁₁H₁₅NO₄

: 73639-46-0
(2E,4E)-5-Trimethylsilanyl-penta-2,4-dienoic acid

: 1265501-19-6
methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jo102327e

Reference yield:

: 1206547-02-5
C₂₁H₃₁NO₈

: 1265501-19-6
methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 24 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo102327e

Reference yield:

: 1265501-19-6
methyl 3-(4-hydroxy-2-methoxy)-2-((2E,4E)-5-(trimethylsilyl)penta-2,4-dienamido)propanoate

: (+/-)-(2E,4E)-N-((S)-3-((S)-1-hydroxy-2-methoxy-4-oxocyclohexa-2,5-dienyl)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-5-(trimethylsilyl)penta-2,4-dienamide

: (+/-)-(2E,4E)-N-((S)-3-((1S,2S,6R)-2-hydroxy-3-methoxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-5-(trimethylsilyl)penta-2,4-dienamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydrochloride monohydrate / tetrahydrofuran; water / 1 h / Reflux

1.2: 0.25 h / 20 °C

1.3: 0.25 h

2.1: dichloromethane / 14 h / 20 °C

2.2: 6 h / 20 °C

With lithium hydrochloride monohydrate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo102327e