4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE
• CAS No.: 143536-99-6
• Molecular Formula: C41H42 O7
• Molecular Weight: 646.78
• Hs Code.: 29389090
• Mol file: 143536-99-6.mol

Synonyms:4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE;4-Methoxyphenyl2,3,4,6-tetra-O-benzyl-b-D-galactopyranoside

Chemical Property of 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 2.8E-21mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: -17.5 ° (C=1, CHCl3)
• Boiling Point: 746.7oC at 760 mmHg
• Flash Point: 274.9oC
• PSA: 64.61000
• Density: 1.21g/cm3
• LogP: 7.77190
• Storage Temp.: Freezer

Purity/Quality:

98% ^*data from raw suppliers

4-Methoxyphenyl 2,3,4,6-tetra-O-benzyl-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Methoxyphenyl 2,3,4,6-Tetra-O-benzyl-beta-D-galactopyranoside was studied for its therapeutic potential as an inhibitor of abnormal prion protein formation.

Technology Process of 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE

There total 6 articles about 4-METHOXYPHENYL 2,3,4,6-TETRA-O-BENZYL-BETA-D-GALACTOPYRANOSIDE 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 bromide (100-39-0) + 4-methoxyphenyl β-D-galactopyranoside (3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9) → p-methoxyphenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside (143536-99-6)

Guidance literature:

4-methoxyphenyl β-D-galactopyranoside; With sodium hydride; N,N-dimethyl-formamide; In mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; In mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d0ob02071k

Reference yield: 65.0%

2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate (90357-89-4) + 4-methoxy-phenol (150-76-5) → (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran (67525-68-2,67540-18-5,143536-99-6)

Guidance literature:

With molecular sieve; lithium perchlorate; In diethyl ether; at 25 ℃;

Reference yield: 64.0%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + 4-methoxy-phenol (150-76-5) → (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran (67525-68-2,67540-18-5,143536-99-6)

Guidance literature:

With 4 A molecular sieve; {Rh(CH₃CN)3(triphos)}(CF₃SO₃)3; In dichloromethane; for 23h; Heating;

DOI:10.1055/s-2003-40337

upstream raw materials:

1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

4-methoxy-phenol

2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide

O-(2,3,4,6-tetra-O-benzyl-α,β-D-galactopyranosyl)trichloroacetimidate

p-methoxyphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-β-D-galactopyranoside

2,3,4,6-tetra-O-benzyl-α-D-galactopyranose

Refernces

• 1、 Thollas, Bertrand,Boisset, Claire. "Total synthesis of floridoside". . p. 1736 - 1738. Retrieved 2008/02/08.
• 2、 Waldmann, Herbert,Boehm, Gerd,Schmid, Uschi,Roetele, Herbert. "O-Glycosidsynthesen unter neutralen Bedingungen in konzentrierten Loesungen von LiClO4 in organischen Solventien". . p. 2024 - 2025. Retrieved 2007/10/02.