(S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane
CAS No.:1366422-66-3
Molecular Formula:C₂₂H₂₇N₃O₄
Molecular Weight:397.474
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

There total 6 articles about (S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane 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:

: 1366423-08-6
C₁₅H₂₁N₃O₄

: 100-39-0
benzyl bromide

: 1366422-66-3
(S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1021/jo202054g

Reference yield:

: 1366423-06-4
C₈H₁₄O₄

: 1366422-66-3
(S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

2: sodium azide; water; ammonium chloride / ethyl methyl ether / 5 h / Reflux

3: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere

With sodium azide; water; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; In tetrahydrofuran; ethyl methyl ether; mineral oil;
DOI:10.1021/jo202054g

Reference yield:

: 22323-80-4
(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: 1366422-66-3
(S)-4-((1R,2R)-2-azido-1,3-bis(benzyloxy)propyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: benzene / Reflux

2.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 - 0 °C / Inert atmosphere

3.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 1.5 h / -40 °C / Inert atmosphere; Molecular sieve

3.2: 89 h / -40 °C / Inert atmosphere

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

5.1: sodium azide; water; ammonium chloride / ethyl methyl ether / 5 h / Reflux

6.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; sodium azide; L-(+)-diisopropyl tartrate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; ammonium chloride; In tetrahydrofuran; hexane; ethyl methyl ether; dichloromethane; mineral oil; benzene; 1.1: Wittig reaction / 3.1: Sharpless epoxidation / 3.2: Sharpless epoxidation;
DOI:10.1021/jo202054g