ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

Base Information

Chemical Name:ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate
CAS No.:866343-59-1
Molecular Formula:C₂₀H₂₈O₅
Molecular Weight:348.439
Hs Code.:

Synonyms:ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

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Chemical Property of ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

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Technology Process of ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

There total 5 articles about ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate 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: 89.0%

: 866343-55-7
ethyl (2S,3R)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-2-hydroxybutanoate

: 106-95-6
allyl bromide

: 866343-59-1
ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

Guidance literature:: allyl bromide; With sodium hydride; In 1,2-dimethoxyethane;

ethyl (2S,3R)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-2-hydroxybutanoate; In 1,2-dimethoxyethane; at 20 - 60 ℃; for 2h;
DOI:10.1002/chem.200500282

Reference yield:

: 39806-16-1
ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate

: 866343-59-1
ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,4-bis-(9-O-dihydroquinidinyl)phthalazine; K₃[Fe(CN)6]; K₂OsO₄*2H₂O / K₂CO₃; CH₃SO₂NH₂ / 2-methyl-propan-2-ol / 0 °C

1.2: 8.732 g / p-TsOH*H₂O / acetone / 20 °C

2.1: 72 percent / Me₃SiCl / diethyl ether; hexane / 6 h / -78 °C

3.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

3.2: 59 percent / oxodiperoxymolybdenum(pyridine)-hexamethylphosphorictriamide / tetrahydrofuran / 3 h / -78 °C

4.1: NaH / 1,2-dimethoxy-ethane

4.2: 89 percent / 1,2-dimethoxy-ethane / 2 h / 20 - 60 °C

With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; potassium osmate(VI); chloro-trimethyl-silane; sodium hydride; potassium hexacyanoferrate(III); lithium diisopropyl amide; methanesulfonamide; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; hexane; tert-butyl alcohol;
DOI:10.1002/chem.200500282

Reference yield:

: 866343-47-7
ethyl (3R)-2-acetoxy-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]butanoate

: 866343-59-1
ethyl (2S,3R)-2-(allyoxy)-3-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOEt / ethanol / 20 °C

2.1: NaH / 1,2-dimethoxy-ethane

2.2: 89 percent / 1,2-dimethoxy-ethane / 2 h / 20 - 60 °C

With sodium ethanolate; sodium hydride; In 1,2-dimethoxyethane; ethanol;
DOI:10.1002/chem.200500282