(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

Base Information

Chemical Name:(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate
CAS No.:1571900-84-9
Molecular Formula:C₂₁H₃₀O₆
Molecular Weight:378.466
Hs Code.:

Synonyms:(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

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Chemical Property of (E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

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Technology Process of (E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

There total 9 articles about (E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate 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:

: 1571900-66-7
(4R,5R,E)-5-(4-methoxybenzyloxy)hex-2-ene-1,4-diol

: 1571900-84-9
(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

2.1: diethylzinc / dichloromethane; hexane / -78 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h

5.2: 0.42 h / 0 °C

6.1: dichloromethane / 6 h / 20 °C

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; diethylzinc; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.1: |Simmons-Smith Cyclopropanation / 5.1: |Swern Oxidation / 5.2: |Swern Oxidation / 6.1: |Wittig Olefination;
DOI:10.1039/c3ob42367k

Reference yield:

: 1571900-72-5
(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

: 1571900-84-9
(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylzinc / dichloromethane; hexane / -78 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h

4.2: 0.42 h / 0 °C

5.1: dichloromethane / 6 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; diethylzinc; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: |Simmons-Smith Cyclopropanation / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation / 5.1: |Wittig Olefination;
DOI:10.1039/c3ob42367k

Reference yield:

: 1571900-77-0
tert-butyl(((1S,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1(methoxymethoxy)propyl)cyclopropyl)methoxy)dimethylsilane

: 1571900-84-9
(E)-ethyl 3-((1R,2S)-2-((1R,2R)-2-(4-methoxybenzyloxy)-1-(methoxymethoxy)propyl)cyclopropyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h

2.2: 0.42 h / 0 °C

3.1: dichloromethane / 6 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 3.1: |Wittig Olefination;
DOI:10.1039/c3ob42367k