(R)-1-[(3aR,5R,6S,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,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol
• CAS No.: 82530-05-0
• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.374
• Mol file: 82530-05-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (R)-1-[(3aR,5R,6S,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:

1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-6-O-(p-tolylsulfonyl)-α-D-glucofuranose (82530-09-4) → (R)-1-[(3aR,5R,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol (82530-05-0)

Guidance literature:

With LiAlH; In tetrahydrofuran; 1.) r.t.; 2.) reflux;

DOI:10.1246/cl.1989.1

Reference yield:

1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose (109536-51-8,142226-16-2,69940-04-1) → (R)-1-[(3aR,5R,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol (82530-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: C₅H₅N / CH₂Cl₂ / -65 °C

2: LiAlH / tetrahydrofuran / 1.) r.t.; 2.) reflux

With pyridine; In tetrahydrofuran; dichloromethane;

DOI:10.1246/cl.1989.1

Reference yield:

1,2:5,6-di-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose (115693-78-2,142226-15-1,69940-02-9) → (R)-1-[(3aR,5R,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol (82530-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HOAc / H₂O / Ambient temperature

2: C₅H₅N / CH₂Cl₂ / -65 °C

3: LiAlH / tetrahydrofuran / 1.) r.t.; 2.) reflux

With pyridine; acetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1246/cl.1989.1

upstream raw materials:

1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-6-O-(p-tolylsulfonyl)-α-D-glucofuranose

1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose

Downstream raw materials:

4-Methoxy-benzoic acid (3aR,5R,6S,6aR)-5-((R)-1-hydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

4-Methoxy-benzoic acid (R)-1-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

(6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-(4-methoxyphenyl)-β-L-idofuranose

(6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-(4-methoxyphenyl)-α-D-glucofuranose