(2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate

Base Information

• Chemical Name: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate
• CAS No.: 5346-78-1
• Molecular Formula: C₁₅H₂₂O₁₀
• Molecular Weight: 362.334
• Mol file: 5346-78-1.mol

Synonyms:penta-O-acetyl-xylitol;peracetylated xylitol;(2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate;L-Arabinitol pentaacetate;Xylit-pentaacetat;1,2,3,4,5-penta-O-acetyl-D-xylitol;Penta-O-acetyl-xylit;

Chemical Property of (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate

Chemical Property:

• Vapor Pressure: 1.7E-06mmHg at 25°C
• Boiling Point: 396.5°Cat760mmHg
• Flash Point: 170.2°C
• PSA: 131.50000
• Density: 1.229g/cm³
• LogP: -0.09230

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate

There total 127 articles about (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate 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: 98.0%

acetic anhydride (108-24-7) + rel-(1s,3R,4r,5S)-3,5-bisacetoxymethyl-1-methyl-2,6,7-trioxabicyclo<2.2.1>heptane (85716-57-0) → penta-O-acetyl-xylitol (5346-78-1,5401-55-8,6330-69-4,7208-42-6,26674-23-7,74033-71-9,85761-13-3,13437-68-8)

Guidance literature:

With tetrabutylammonium acetate;

DOI:10.1016/S0040-4039(00)85841-4

Reference yield: 97.0%

acetic anhydride (108-24-7) + (R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-(S)-oxiranyl-methanol (106033-37-8) → penta-O-acetyl-xylitol (5346-78-1,5401-55-8,6330-69-4,7208-42-6,26674-23-7,74033-71-9,85761-13-3,13437-68-8)

Guidance literature:

acetic anhydride; (R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-(S)-oxiranyl-methanol; at 20 ℃;

With iodine; at 20 - 150 ℃;

Reference yield: 93.0%

sodium acetate (127-09-3) + (R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-(S)-oxiranyl-methanol (106033-37-8) → penta-O-acetyl-xylitol (5346-78-1,5401-55-8,6330-69-4,7208-42-6,26674-23-7,74033-71-9,85761-13-3,13437-68-8)

Guidance literature:

at 60 - 150 ℃;

upstream raw materials:

L-(-)-arabitol

acetic anhydride

2.3.5-Tri-O-benzyl-L-lyxofuranose

L-arabinose

Downstream raw materials:

XYLITOL

Refernces

• 1、 -. "Method for preparing amino alcohol derivative". Paragraph 0099; 0100; 0101. . Retrieved 2018/11/22.
• 2、 Jones, Darryl R.,Uddin, Muhammed Salah,Gruninger, Robert J.,Pham, Thi Thanh My,Thomas, Dallas,Boraston, Alisdair B.,Briggs, Jonathan,Pluvinage, Benjamin,McAllister, Tim A.,Forster, Robert J.,Tsang, Adrian,Selinger, L. Brent,Abbott, D. Wade. "Discovery and characterization of family 39 glycoside hydrolases from rumen anaerobic fungi with polyspecific activity on rare arabinosyl substrates". . p. 12606 - 12620. Retrieved 2017/08/02.