1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose

Base Information

• Chemical Name: 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose
• CAS No.: 39698-00-5
• Molecular Formula: C17H24O10
• Molecular Weight: 388.372
• Mol file: 39698-00-5.mol

Synonyms:1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose;1,2,4,6-Tetra-O-acetyl-3-O-allyl-β-D-glucopyranose;1,2,4,6-Tetra-O-acetyl-3-O-allyl-&beta

Chemical Property of 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117.0 to 121.0 °C
• Boiling Point: 454.805°C at 760 mmHg
• Flash Point: 196.882°C
• PSA: 123.66000
• Density: 1.242g/cm³
• LogP: 0.27210

Purity/Quality:

97% ^*data from raw suppliers

1,2,4,6-Tetra-O-acetyl-3-O-allyl-β-D-glucopyranose >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose

There total 9 articles about 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose 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) + (3aR,5R,6aR)-6-Allyloxy-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole → acetyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside (39698-00-5)

Guidance literature:

(3aR,5R,6aR)-6-Allyloxy-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole; With amberlite IR-120 H; In methanol;

acetic anhydride; With dmap; In pyridine;

DOI:10.1007/s007060200016

Reference yield: 87.0%

acetic anhydride (108-24-7) + 3-O-allyl-D-glucopyranose (91109-44-3) → acetyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside (39698-00-5)

Guidance literature:

With sodium acetate; at 140 ℃; for 0.5h;

DOI:10.1007/s11164-013-1060-0

Reference yield: 84.0%

acetic anhydride (108-24-7) + 3-O-allyl-β-D-glucopyranoside (77388-91-1) → acetyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside (39698-00-5)

Guidance literature:

With sodium acetate; for 0.416667h; Heating;

DOI:10.1016/0008-6215(84)85204-0

upstream raw materials:

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

acetic anhydride

3-O-allyl-β-D-glucopyranoside

(2S,3R,4R,5R)-4-Allyloxy-5-((R)-1,2-dihydroxy-ethyl)-tetrahydro-furan-2,3-diol

Downstream raw materials:

benzyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-glucopyranoside

phenyl 2,4,6-tri-O-acetyl-3-O-allyl-1-thio-β-D-glucopyranoside

phenyl 3-O-allyl-2,4,6-tri-O-benzyl-1-seleno-β-D-glucopyranoside

Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-allyloxy-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl ester

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