methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

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Chemical Name:methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate
CAS No.:1436415-54-1
Molecular Formula:C₂₆H₃₆O₉Si
Molecular Weight:520.652
Hs Code.:

Synonyms:methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

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Chemical Property of methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

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Technology Process of methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

There total 10 articles about methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate 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: 67.0%

: 201230-82-2
carbon monoxide

: 1436415-53-0
2-{1-[(tertbutyldimethylsilyl)oxy]propyl}-3-methoxy-5-(trimethylstannyl)-4H-pyran-4-one

: 114605-46-8
methyl 2-iodo-3,5-dimethoxybenzoate

: 1436415-54-1
methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

Guidance literature:: With palladium diacetate; cesium fluoride; XPhos; In 1,4-dioxane; at 95 ℃; for 120h; under 3750.38 Torr;
DOI:10.1002/ejoc.201201256

Reference yield:

: 106203-46-7
2-(hydroxymethyl)-3-methoxy-4H-pyran-4-one

: 1436415-54-1
methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: (2S)-(?)-3-exo-(morpholino)isoborneol / tetrahydrofuran / 8 h / -78 - 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 3 h / 0 °C / Inert atmosphere

4.1: TMPZnCl*LiCl / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

4.2: 1.5 h / 20 °C / Inert atmosphere

5.1: lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 18 h / 65 °C / Inert atmosphere

6.1: palladium diacetate; XPhos; cesium fluoride / 1,4-dioxane / 120 h / 95 °C / 3750.38 Torr

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; Dess-Martin periodane; cesium fluoride; lithium chloride; (2S)-(?)-3-exo-(morpholino)isoborneol; XPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 6.1: |Stille Carbonyl Synthesis;
DOI:10.1002/ejoc.201201256

Reference yield:

: 2150-37-0
methyl 3,5-dimethoxybenzoate

: 1436415-54-1
methyl 2-{6-[1-((tert-butyldimethylsilyl)oxy)propyl]-5-methoxy-4-oxo-4H-pyran-3-carbonyl}-3,5-dimethoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide / acetonitrile / 7 h / Inert atmosphere; Reflux; Darkness

2: palladium diacetate; XPhos; cesium fluoride / 1,4-dioxane / 120 h / 95 °C / 3750.38 Torr

With N-iodo-succinimide; palladium diacetate; cesium fluoride; XPhos; In 1,4-dioxane; acetonitrile; 2: |Stille Carbonyl Synthesis;
DOI:10.1002/ejoc.201201256