β-(-)-dioxadrol

Base Information

• Chemical Name: β-(-)-dioxadrol
• CAS No.: 117178-67-3
• Molecular Formula: C₂₀H₂₃NO₂
• Molecular Weight: 309.408
• Mol file: 117178-67-3.mol

Synonyms:β-(-)-dioxadrol

Chemical Property of β-(-)-dioxadrol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-(-)-dioxadrol

There total 3 articles about β-(-)-dioxadrol 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:

dimethoxydiphenylmethane (2235-01-0) + (R)-(S)-1-Piperidin-2-yl-ethane-1,2-diol → β-(-)-dioxadrol (117178-67-3)

Guidance literature:

With toluene-4-sulfonic acid; In isopropyl alcohol; for 1h; Reflux;

DOI:10.1016/j.tet.2013.10.082

Reference yield:

(S)-benzyl-2-vinylpiperidine-1-carboxylate (1514644-66-6) → β-(-)-dioxadrol (117178-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1: AD-mix α; AD-mix β / tert-butyl alcohol; water / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 20 °C / 1900.13 Torr

3: toluene-4-sulfonic acid / isopropyl alcohol / 1 h / Reflux

With palladium 10% on activated carbon; AD-mix α; AD-mix β; hydrogen; toluene-4-sulfonic acid; In ethanol; water; isopropyl alcohol; tert-butyl alcohol; 1: |Sharpless Dihydroxylation;

DOI:10.1016/j.tet.2013.10.082

Reference yield:

benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate (1514644-79-1) → β-(-)-dioxadrol (117178-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 20 °C / 1900.13 Torr

2: toluene-4-sulfonic acid / isopropyl alcohol / 1 h / Reflux

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; In ethanol; isopropyl alcohol;

DOI:10.1016/j.tet.2013.10.082

upstream raw materials:

(S)-benzyl-2-vinylpiperidine-1-carboxylate

benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate

dimethoxydiphenylmethane

Downstream raw materials:

(-)-epi-dexoxadrol hydrochloride