Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl--D-glucopyranoside

Base Information

• Chemical Name: Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl--D-glucopyranoside
• CAS No.: 80035-31-0
• Molecular Formula: C27H27NO10
• Molecular Weight: 525.512
• Hs Code.: 2938909090
• Mol file: 80035-31-0.mol

Synonyms:BENZYL 3,4,6-TRI-O-ACETYL-2-DEOXY-2-PHTHALIMIDO-B-D-GLUCOPYRANOSIDE;Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl-Beta-D-glucopyranoside;BENZYL 2-DEOXY-3,4,6-TRI-O-ACETYL-2-PHTHALIMIDO-SS-DGLUCOPYRANOSIDE;Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranoside;BENZYL 2-DEOXY-2-PHTHALIMIDO-3,4,6-TRI-O-ACETYL-SS-D-GLUCOPYRANOSIDE;

Chemical Property of Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl--D-glucopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 100-101°C
• Boiling Point: 631.024°C at 760 mmHg
• PKA: -2.53±0.20(Predicted)
• Flash Point: 335.431°C
• PSA: 134.74000
• Density: 1.383g/cm³
• LogP: 1.95730
• Solubility.: Chloroform, Dichloromethane, Methanol

Purity/Quality:

98% ^*data from raw suppliers

Benzyl2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl--D-glucopyranoside

There total 10 articles about Benzyl 2-Deoxy-2-phthalimido-3,4,6-tri-O-acetyl--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: 93.0%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose (10022-13-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (80035-31-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 90.0%

ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (99409-32-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (80035-31-0)

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; 1,2-dichloro-ethane; at 20 ℃; for 6h;

DOI:10.1016/S0008-6215(99)00190-1

Reference yield: 90.0%

1-bromo-2-deoxy-2-N-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranose (63000-69-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (80035-31-0)

Guidance literature:

With indium(III) chloride; molecular sieve; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(01)00699-8

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

tributylstannyl benzyl ether

benzyl alcohol

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

Downstream raw materials:

benzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

(2R,3S,4R,5R,6R)-5-Amino-6-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

benzyl 2-acetamido-2-deoxy-β-D-glucopyranoside