3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose

Base Information

• Chemical Name: 3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose
• CAS No.: 71978-77-3
• Molecular Formula: C₁₆H₂₈O₆
• Molecular Weight: 316.395

Synonyms:BRN 0018403;3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose;Glucofuranose, 3-O-butyl-1:2,5:6-di-O-isopropylidene-, alpha-D-;71978-77-3;LS-71412;.alpha.-D-Glucofuranose, 3-O-butyl-1,2:5,6-bis-O-(1-methylethylidene)-

Chemical Property of 3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose

Chemical Property:

• Vapor Pressure: 3.15E-05mmHg at 25°C
• Boiling Point: 366.1°C at 760 mmHg
• Flash Point: 142.2°C
• Density: 1.14g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 316.18858861
• Heavy Atom Count: 22
• Complexity: 396

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1C(OC2C1OC(O2)(C)C)C3COC(O3)(C)C
• Isomeric SMILES: CCCCO[C@H]1[C@H](OC2C1OC(O2)(C)C)[C@H]3COC(O3)(C)C

Technology Process of 3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose

There total 3 articles about 3-O-Butyl-1:2,5:6-di-O-isopropylidene-alpha-D-glucofuranose 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: 91.0%

1-bromo-butane (109-65-9) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-butyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (71978-77-3)

Guidance literature:

With sodium hydroxide; tetrabutyl-ammonium chloride; In benzene; at 80 ℃; for 3h;

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-butyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (71978-77-3)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) DMSO, cooling, 30 min, 2.) DMSO, room temp., 2 h;

DOI:10.1248/cpb.35.2894

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-butyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (71978-77-3)

Guidance literature:

With 1-bromo-butane; sodium hydroxide; acetone;

upstream raw materials:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

1-bromo-butane

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