(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

Base Information

Chemical Name:(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol
CAS No.:1403355-65-6
Molecular Formula:C₂₀H₃₀O₅Si
Molecular Weight:378.541
Hs Code.:

Synonyms:(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

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Chemical Property of (1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

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Technology Process of (1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

There total 4 articles about (1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol 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:

: 912469-49-9
3-methoxy-2-((trimethylsilyl)ethynyl)benzaldehyde

: C₂₇H₄₇BO₃

: C₂₀H₃₀O₅Si

: 1403355-65-6
(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

Guidance literature:: 3-methoxy-2-((trimethylsilyl)ethynyl)benzaldehyde; C₂₇H₄₇BO₃; With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 24h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at -78 ℃; for 12h; optical yield given as %ee; Inert atmosphere;
DOI:10.1002/ejoc.201200294

Reference yield:

: 148-53-8
3-methoxy-2-hydroxybenzaldehyde

: 1403355-65-6
(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 24 h / 0 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 22 h / 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / -78 °C / Inert atmosphere

3.2: 12 h / -78 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 2.1: Sonogashira reaction;
DOI:10.1002/ejoc.201200294

Reference yield:

: 77120-79-7
1-<(2-methoxyethoxy)methoxy>-2-propene

: 1403355-65-6
(1R,2R)-2-[(2-methoxyethoxy)methoxy]-1-{3-methoxy-2-[(trimethylsilyl)ethynyl]phenyl}but-3-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sec.-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 24 h / -78 °C / Inert atmosphere

2.2: 12 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; sec.-butyllithium; In tetrahydrofuran;
DOI:10.1002/ejoc.201200294