.beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate

Base Information

• Chemical Name: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate
• CAS No.: 62774-33-8
• Molecular Formula: C₄₀H₃₂O₉S
• Molecular Weight: 688.755
• Mol file: 62774-33-8.mol

Synonyms:.beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate

Chemical Property of .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate

Chemical Property:

• Boiling Point: 803.9±65.0 °C(Predicted)
• Density: 1.36±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate

There total 18 articles about .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate 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%

1-thiophenyl-β-D-galactopyranoside (16758-34-2) + benzoyl chloride (98-88-4) → phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3)

Guidance literature:

With pyridine;

DOI:10.1016/S0960-894X(03)00006-4

Reference yield: 96.0%

thiophenol (108-98-5) + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl bromide (108836-02-8) → phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In water; ethyl acetate; for 0.833333h; Ambient temperature;

DOI:10.1080/07328309808002341

Reference yield: 95.0%

1-thiophenyl-β-D-galactopyranoside (16758-34-2) + Benzoyl bromide (618-32-6) → phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1016/j.carres.2009.04.025

upstream raw materials:

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

benzoyl chloride

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate

2,3,4,6-tetra-O-benzoylglucosyl bromide

Downstream raw materials:

1,2,3,4-tetra-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose

methyl 2,3-di-O-benzyl-6-O-methylsulfonylethoxycarbonyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-glucopyranoside

methyl 2,3-di-O-benzyl-4-O-methylsulfonylethoxycarbonyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-glucopyranoside

3-azidopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)-[2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)]-2,4-di-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Refernces

• 1、 Xiang, Zhaobao,Zhang, Yan,Jin, Yongsheng,Sun, Bin,Chen, Gang. "Glycosylation of Glaucocalyxin a and Evaluation of Its Cytotoxic Activity". . p. 861 - 864. Retrieved 2020/09/21.
• 2、 Kumar, Vajinder,Taxak, Nikhil,Jangir, Ramniwas,Bharatam, Prasad V.,Kartha, K. P. Ravindranathan. "In(III) triflate-mediated solvent-free synthesis and activation of thioglycosides by ball milling and structural analysis of long chain alkyl thioglycosides by TEM and quantum chemical methods". . p. 3427 - 3439. Retrieved 2014/05/06.