Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside

Base Information

• Chemical Name: Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside
• CAS No.: 57783-66-1
• Molecular Formula: C34H34O6
• Molecular Weight: 538.64
• Hs Code.: 29389090
• Mol file: 57783-66-1.mol

Synonyms:1,2,3-Tri-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside;Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene--D-glucopyranoside;4,6-Di-O-benzyliden-1,2,3-tri-O-benzyl-β-D-glucopyranose

Chemical Property of Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-137°C
• Refractive Index: 1.627
• Boiling Point: 659.671°C at 760 mmHg
• Flash Point: 253.584°C
• PSA: 55.38000
• Density: 1.244g/cm³
• LogP: 6.21310
• Storage Temp.: -20°C freezer
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

1,2,3-Tri-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside

There total 21 articles about Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranoside 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%

benzyl 4,6-O-benzylidene-β-D-glucopyranoside (58006-32-9) + benzyl bromide (100-39-0) → benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside (57783-66-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield: 85.0%

benzyl 4,6-O-benzylidene-β-D-glucopyranoside (58006-32-9) + benzyl chloride (100-44-7) → benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside (57783-66-1)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 2h;

DOI:10.1246/bcsj.71.2893

Reference yield: 6.0%

benzyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (59935-49-8) → benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside (57783-66-1) + benzyl 3,4-O-dibenzyl-β-D-glucopyranoside + benzyl 2,4-di-O-benzyl-β-D-glucopyranoside (103130-10-5) + benzyl 2,3-di-O-benzyl-β-D-glucopyranoside (67831-41-8)

Guidance literature:

With calcium dichloride dihydrate; oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2016.05.066

upstream raw materials:

benzyl 4,6-O-benzylidene-β-D-glucopyranoside

benzyl chloride

benzaldehyde dimethyl acetal

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Downstream raw materials:

benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside

benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl 2,3-di-O-benzyl-β-D-glucopyranoside

benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside