3-Acetyl-1,2-O-isopropylidene-6-O-trityl--L-arabino-hexofuranos-5-ulose

Base Information

• Chemical Name: 3-Acetyl-1,2-O-isopropylidene-6-O-trityl--L-arabino-hexofuranos-5-ulose
• CAS No.: 109680-98-0
• Molecular Formula: C30H30O7
• Molecular Weight: 502.56
• Mol file: 109680-98-0.mol

Synonyms:β-L-arabino-Hexofuranos-5-ulose, 1,2-O-(1-methylethylidene)-6-O-(triphenylmethyl)-, acetate (9CI);[(3aR,5R,6S)-2,2-Dimethyl-5-(2-trityloxyacetyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate;

Chemical Property of 3-Acetyl-1,2-O-isopropylidene-6-O-trityl--L-arabino-hexofuranos-5-ulose

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 605.081 °C at 760 mmHg
• Flash Point: 256.138 °C
• PSA: 80.29000
• Density: 1.275 g/cm³
• LogP: 4.37230
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-1,2-O-isopropylidene-6-O-trityl-β-L-arabino-hexofuranos-5-ulose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Acetyl-1,2-O-isopropylidene-6-O-trityl--L-arabino-hexofuranos-5-ulose

There total 4 articles about 3-Acetyl-1,2-O-isopropylidene-6-O-trityl--L-arabino-hexofuranos-5-ulose 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: 95.0%

3-O-acetyl-1,2-O-isopropylidene-6-O-trityl-α-D-galactofuranose (109680-97-9) → 3-O-acetyl-1,2-O-isopropylidene-6-O-trityl-β-L-arabino-hexofuranos-5-ulose (109680-98-0)

Guidance literature:

With dipyridinium dichromate; acetic anhydride; In dichloromethane; for 1h; Heating;

DOI:10.1016/S0008-6215(00)90138-1

Reference yield:

3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-galactofuranose (38166-65-3) → 3-O-acetyl-1,2-O-isopropylidene-6-O-trityl-β-L-arabino-hexofuranos-5-ulose (109680-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 50percent aq. AcOH / 5 h / Ambient temperature; concentrated at 25 deg C

2: 98 percent / pyridine / 7 h / 70 °C

3: 95 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 1 h / Heating

With pyridine; dipyridinium dichromate; acetic anhydride; acetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(00)90138-1

Reference yield:

3-O-acetyl-1,2-O-isopropylidene-α-D-galactofuranose (109680-96-8) → 3-O-acetyl-1,2-O-isopropylidene-6-O-trityl-β-L-arabino-hexofuranos-5-ulose (109680-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / pyridine / 7 h / 70 °C

2: 95 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 1 h / Heating

With pyridine; dipyridinium dichromate; acetic anhydride; In dichloromethane;

DOI:10.1016/S0008-6215(00)90138-1

upstream raw materials:

3-O-acetyl-1,2-O-isopropylidene-6-O-trityl-α-D-galactofuranose

3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

3-O-acetyl-1,2-O-isopropylidene-α-D-galactofuranose

1,2:5,6-di-O-isoproylidene-3-O-tosyl-α-D-gulofuranose

Downstream raw materials:

Acetic acid (3aR,5S,6S,6aR)-5-{1-[(Z)-hydroxyimino]-2-trityloxy-ethyl}-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

5-amino-5-deoxy-1,2-O-isoproylidene-6-O-trityl-β-L-altrofuranose

5-amino-5-deoxy-1,2-O-isoproylidene-6-O-trityl-α-D-galactofuranose