1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside

Base Information

• Chemical Name: 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside
• CAS No.: 57783-81-0
• Molecular Formula: C34H36O6
• Molecular Weight: 540.656
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID001177466
• Mol file: 57783-81-0.mol

Synonyms:57783-81-0;1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside;(2R,3S,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-ol;Benzyl 2,3,6-Tri-O-benzyl-beta-D-galactopyranoside;SCHEMBL7155265;HYZRJGYIUDQFSY-BWNLSPMZSA-N;DTXSID001177466;Benzyl 2,3,6-Tri-O-benzyl-?-D-galactopyranoside;W-203175;Phenylmethyl 2,3,6-tris-O-(phenylmethyl)-beta-D-galactopyranoside;(2R,3S,4S,5R,6R)-4,5,6-Tris(benzyloxy)-2-((benzyloxy)methyl)tetrahydro-2H-pyran-3-ol

Chemical Property of 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 687.027°C at 760 mmHg
• PKA: 12.92±0.70(Predicted)
• Flash Point: 217.457°C
• PSA: 66.38000
• Density: 1.263g/cm³
• LogP: 5.67660
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 540.25118886
• Heavy Atom Count: 40
• Complexity: 665

Purity/Quality:

99%, ^*data from raw suppliers

1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(C(C(C(O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5)O
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5)O

Technology Process of 1,2,3,6-Tetra-O-benzyl-b-D-galactopyranoside

There total 12 articles about 1,2,3,6-Tetra-O-benzyl-b-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: 91.0%

benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside (57783-80-9) → Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0)

Guidance literature:

With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; In tetrahydrofuran; at 24 ℃; for 18h;

DOI:10.1021/jo00113a041

Reference yield: 81.0%

benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside (74801-06-2) + benzyl bromide (100-39-0) → Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 10h; Heating;

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

Reference yield: 80.0%

benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside (74801-06-2) + benzyl bromide (100-39-0) → benzyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside (35017-04-0) + Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 48h; Heating;

DOI:10.1016/S0008-6215(00)85380-X

upstream raw materials:

benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside

benzyl bromide

benzyl 2,6-di-O-benzyl-β-D-galactopyranoside

benzyl 6-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

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

benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-β-D-galactopyranoside

benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester