((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol

Base Information

• Chemical Name: ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol
• CAS No.: 191285-49-1
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 191285-49-1.mol

Synonyms:((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol

Chemical Property of ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol

There total 4 articles about ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol 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: 77.0%

(3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-3a-trityloxymethyl-tetrahydro-furo[2,3-d][1,3]dioxole → ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol (191285-49-1)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jo970461b

Reference yield:

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol (191285-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridine, 2.) CuSO₄ / 1.) reflux

2: pyridine / 72 h / Ambient temperature

3: NaH / dimethylformamide / 0 - 20 °C

4: 77 percent / aq. HCl / methanol / 3 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydride; copper(II) sulfate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo970461b

Reference yield:

2,3-O-isopropylidene-β-D-threo-2-pentulofuranose (25018-68-2) → ((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-yl)-methanol (191285-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 72 h / Ambient temperature

2: NaH / dimethylformamide / 0 - 20 °C

3: 77 percent / aq. HCl / methanol / 3 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo970461b

upstream raw materials:

D-Xylose

2,3-O-isopropylidene-β-D-threo-2-pentulofuranose

Downstream raw materials:

3-Oxo-octanoic acid (3aS,6R,6aS)-6-benzyloxy-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-3a-ylmethyl ester