2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone

Base Information

• Chemical Name: 2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone
• CAS No.: 70147-48-7
• Molecular Formula: C13H20O7
• Molecular Weight: 288.29
• Mol file: 70147-48-7.mol

Synonyms:2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone

Chemical Property of 2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone

Chemical Property:

• Melting Point: 130-132 °C
• Boiling Point: 415.1±45.0 °C(Predicted)
• PKA: 13.85±0.10(Predicted)
• PSA: 83.45000
• Density: 1.268±0.06 g/cm3(Predicted)
• LogP: -0.05410

Purity/Quality:

95% ^*data from raw suppliers

2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone

There total 7 articles about 2C-Hydroxymethyl-2,3:5,6-di-O-isopropylidene-D-mannono-1,4-lactone 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: 86.0%

(3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol → (3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one (70147-48-7)

Guidance literature:

With bromine; barium carbonate; In water;

DOI:10.1016/j.tetlet.2004.10.086

Reference yield: 51.0%

sodium cyanide (773837-37-9) + D-tagatose (87-81-0,18875-34-8) + acetone (67-64-1) → (3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one (70147-48-7)

Guidance literature:

sodium cyanide; D-tagatose; In water;

acetone; With sulfuric acid;

DOI:10.1016/j.tetlet.2009.06.098

Reference yield: 51.0%

D-Fructose (57-48-7,18875-34-8) + sodium cyanide (143-33-9,25596-52-5) + acetone (67-64-1) → 2-C-hydroxymethyl-2,2':5,6-di-O-isopropylidene-D-glucono-1,4-lactone + (3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one (70147-48-7)

Guidance literature:

D-Fructose; sodium cyanide; With water; for 12h; Heating;

acetone; With copper(I) sulfate; sulfuric acid; copper(II) sulfate; at 20 ℃; for 6h; Further stages.;

DOI:10.1016/j.tetlet.2004.10.086

upstream raw materials:

D-Fructose

sodium cyanide

acetone

2,3,5,6-di-O-isopropylidene-D-mannofuranose

Downstream raw materials:

(3aS,6R,6aS)-3a-((benzyloxy)methyl)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one