(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

Base Information

Chemical Name:(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol
CAS No.:199458-25-8
Molecular Formula:C₁₇H₂₄O₆
Molecular Weight:324.374
Hs Code.:

Synonyms:(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

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Chemical Property of (R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

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Technology Process of (R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

There total 5 articles about (R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol 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: 80.0%

: 199458-24-7
Toluene-4-sulfonic acid (R)-2-hydroxy-2-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethyl ester

: 199458-25-8
(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide; In 1,2-dimethoxyethane; at 80 ℃; for 1.5h;
DOI:10.1055/s-1997-1003

Reference yield:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 199458-25-8
(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaH, nBu₄NI / tetrahydrofuran / 12 h / Ambient temperature

2: 89 percent / 90percent AcOH / H₂O / 2.5 h / 40 °C

3: 82 percent / Et₃N, pyridine, DMAP / CH₂Cl₂ / 2.5 h / 0 - 25 °C

4: 80 percent / NaI, nBu₃SnH, AIBN / 1,2-dimethoxy-ethane / 1.5 h / 80 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1055/s-1997-1003

Reference yield:

: 69940-04-1,142226-16-2,109536-51-8
(R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

: 199458-25-8
(R)-1-[(3aR,5R,6R,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Et₃N, pyridine, DMAP / CH₂Cl₂ / 2.5 h / 0 - 25 °C

2: 80 percent / NaI, nBu₃SnH, AIBN / 1,2-dimethoxy-ethane / 1.5 h / 80 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; sodium iodide; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1055/s-1997-1003