BENZYL ALPHA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: BENZYL ALPHA-D-GLUCOPYRANOSIDE
• CAS No.: 4304-12-5
• Molecular Formula: C13H18O6
• Molecular Weight: 270.282
• Hs Code.: 2932999099
• Mol file: 4304-12-5.mol

Synonyms:Benzyl Beta-D-Glucopyranoside;

Chemical Property of BENZYL ALPHA-D-GLUCOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 4.97E-10mmHg at 25°C
• Melting Point: 95-103oC
• Boiling Point: 480.2°Cat760mmHg
• PKA: 12.93±0.70(Predicted)
• Flash Point: 244.2°C
• PSA: 99.38000
• Density: 1.4g/cm³
• LogP: -0.99690
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

Benzyl a-D-Glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL ALPHA-D-GLUCOPYRANOSIDE

There total 64 articles about BENZYL ALPHA-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: 100.0%

benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (10343-13-2,30657-70-6,31281-76-2,53729-76-3,83113-54-6,142696-63-7) → (2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (4304-12-5)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 2h;

DOI:10.1248/cpb.58.1627

Reference yield: 100.0%

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (10343-13-2,30657-70-6,31281-76-2,53729-76-3,142696-63-7,83113-54-6) → benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1246/cl.1995.39

Reference yield: 90.0%

Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside (14897-51-9) → benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89613-7

upstream raw materials:

benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

D-Glucose

benzyl alcohol

D-glucose

Downstream raw materials:

benzyl-[O⁴,O⁶-((R)-ethylidene)-β-D-glucopyranoside]

benzyl-[O⁴,O⁶-((Ξ)-ethylidene)-β-D-galactopyranoside]

benzyl O⁴,O⁶-phenylboranediyl-β-D-glucopyranoside

benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Refernces

• 1、 Matovi?, Jelena,J?rvinen, Juulia,Sokka, Iris K.,Imlimthan, Surachet,Raitanen, Jan-Erik,Montaser, Ahmed,Maaheimo, Hannu,Huttunen, Kristiina M.,Per?niemi, Sirpa,Airaksinen, Anu J.,Sarparanta, Mirkka,Johansson, Mikael P.,Rautio, Jarkko,Ekholm, Filip S.. "Exploring the Biochemical Foundations of a Successful GLUT1-Targeting Strategy to BNCT: Chemical Synthesis and in Vitro Evaluation of the Entire Positional Isomer Library of ortho-Carboranylmethyl-Bearing Glucoconjugates". . p. 285 - 304. Retrieved 2020/12/21.
• 2、 Mancuso, Enzo,Romanò, Cecilia,Trattnig, Nino,Gritsch, Philipp,Kosma, Paul,Clausen, Mads H.. "Rhamnogalacturonan II: Chemical Synthesis of a Substructure Including α-2,3-Linked Kdo**". supporting information. p. 7099 - 7102. Retrieved 2021/04/19.