(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one
CAS No.:1378374-46-9
Molecular Formula:C₁₇H₂₂O₅
Molecular Weight:306.359
Hs Code.:

Synonyms:(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

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Chemical Property of (R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

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Technology Process of (R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

There total 4 articles about (R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one 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: 87.0%

: 1378374-53-8
(5R)-ethyl 5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)-2-oxotetrahydrofuran-3-carboxylate

: 1378374-46-9
(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

Guidance literature:: (5R)-ethyl 5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)-2-oxotetrahydrofuran-3-carboxylate; With lithium hydroxide; In 1,2-dimethoxyethane; water; at 50 ℃; for 6h;

With hydrogenchloride; In water; at 20 ℃; pH=3;
DOI:10.1002/jccs.201100587

Reference yield:

: 1378374-51-6
(R)-2-((1S,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)oxirane

: 1378374-46-9
(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: ethanol; sodium / 0.17 h

1.2: 16 h / Reflux

2.1: lithium hydroxide / 1,2-dimethoxyethane; water / 6 h / 50 °C

2.2: 20 °C / pH 3

With ethanol; sodium; lithium hydroxide; In 1,2-dimethoxyethane; water;
DOI:10.1002/jccs.201100587

Reference yield:

: 112531-79-0
(3R,4R)-4-(methoxymethoxy)hexa-1,5-dien-3-ol

: 1378374-46-9
(R)-5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.25 h / -20 °C / Molecular sieve; Inert atmosphere

1.2: 72 h / -10 °C / Molecular sieve; Inert atmosphere

2.1: sodium hydride / mineral oil / 16 h / 0 - 20 °C

3.1: ethanol; sodium / 0.17 h

3.2: 16 h / Reflux

4.1: lithium hydroxide / 1,2-dimethoxyethane; water / 6 h / 50 °C

4.2: 20 °C / pH 3

With titanium(IV) isopropylate; ethanol; L-(+)-diisopropyl tartrate; sodium; sodium hydride; lithium hydroxide; In 1,2-dimethoxyethane; dichloromethane; water; mineral oil; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation;
DOI:10.1002/jccs.201100587