Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside

Base Information

Chemical Name:Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside
CAS No.:82228-11-3
Molecular Formula:C₂₇H₂₈O₆
Molecular Weight:448.516
Hs Code.:
DSSTox Substance ID:DTXSID601142704

Synonyms:DTXSID601142704;Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside;82228-11-3

Suppliers and Price of Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside

Chemical Property:

XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:448.18858861
Heavy Atom Count:33
Complexity:569

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C2C(C(C(C(O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)O)OC(O1)C5=CC=CC=C5
Isomeric SMILES:C1[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)O)OC(O1)C5=CC=CC=C5

Technology Process of Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-alpha-D-glucopyranoside

There total 7 articles about Phenylmethyl 2-O-(phenylmethyl)-4,6-O-(phenylmethylene)-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: 85.6%

: 58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8
benzyl endo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

: 14897-54-2,40983-95-7,53929-34-3,81600-90-0,82228-11-3,86420-81-7,130610-59-2
benzyl 2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.25h; Ambient temperature;
DOI:10.1016/0040-4020(82)80083-5

Reference yield: 48.0%

: 100-39-0
benzyl bromide

: 79549-73-8
benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside

: 82228-11-3
benzyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 40 ℃; for 24h;
DOI:10.1002/cjoc.201800533

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 82228-11-3
benzyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) TsOH*H₂O; 2.) Et₃N / dimethylformamide / 2 h / 40 - 45 °C

2: 1.) Bu₂SnO / 1.) benzene, MeOH, reflux, 2.5 h; 2.) DMF, 100-120 deg C, 3.5 h

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(82)80007-4