(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

Base Information

Chemical Name:(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol
CAS No.:1415308-12-1
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

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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 (R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

There total 5 articles about (R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol 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: 82.0%

: (3aS,4R,6R,6aR)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxole

: 1415308-12-1
(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

Guidance literature:: With iron(III) chloride hexahydrate; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1007/s11426-012-4823-3

Reference yield:

: 138034-65-8,138127-62-5
(R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)((4S,5R)-5-((S)-hydroxy (phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

: 1415308-12-1
(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2: toluene-4-sulfonic acid; water / methanol / 4 h / 20 °C

With di-isopropyl azodicarboxylate; water; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1016/j.carres.2012.08.023

Reference yield:

: 591-51-5
phenyllithium

: 1415308-12-1
(R)-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: dibutyl ether; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.1: zinc(II) chloride / dichloromethane / 0.67 h / -78 °C

2.2: -78 - 20 °C

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

4.1: toluene-4-sulfonic acid; water / methanol / 4 h / 20 °C

With di-isopropyl azodicarboxylate; water; toluene-4-sulfonic acid; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; dibutyl ether;
DOI:10.1016/j.carres.2012.08.023