(1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

Base Information

• Chemical Name: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol
• CAS No.: 120157-59-7
• Molecular Formula: C₁₆H₃₀O₆
• Molecular Weight: 318.411
• Mol file: 120157-59-7.mol

Synonyms:(1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol;1,2:5,6-di-O-(3-pentylidene)-D-mannitol

Chemical Property of (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

Chemical Property:

• Boiling Point: 434.3±35.0 °C(Predicted)
• PKA: 12.98±0.20(Predicted)
• PSA: 77.38000
• Density: 1.085±0.06 g/cm3(Predicted)
• LogP: 1.57160

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

There total 2 articles about (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-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:

3,3-dimethoxypentane (25636-49-1) + mannitol (69-65-8) → 1,2:5,6-di-O-(3-pentylidene)-D-mannitol (120157-59-7)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.21577/0103-5053.20180212

Reference yield:

3,3-dimethoxypentane (25636-49-1) + mannitol (69-65-8) → (1S,2R,3R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-butane-1,2,3,4-tetraol + (4R,5R)-4-[(R)-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2,2-diethyl-[1,3]dioxan-5-ol (143157-29-3) + 1,2:5,6-di-O-(3-pentylidene)-D-mannitol (120157-59-7) + (4R,4'R,5'R,4''R)-2,2,2',2',2'',2''-Hexaethyl-[4,4';5',4'']ter[[1,3]dioxolane]

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; for 3h;

DOI:10.1055/s-1992-26170

Reference yield: 76.0%

1,2:5,6-di-O-(3-pentylidene)-D-mannitol (120157-59-7) → (R)-2,2-diethyl-1,3-dioxolane-4-carboxaldehyde (120157-60-0)

Guidance literature:

With potassium metaperiodate; potassium hydrogencarbonate; In tetrahydrofuran; water; at 23 - 25 ℃; for 3h;

DOI:10.1055/s-1992-26170

upstream raw materials:

3,3-dimethoxypentane

mannitol

Downstream raw materials:

(R)-2,2-diethyl-1,3-dioxolane-4-carboxaldehyde