4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol

Base Information

Chemical Name:4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol
CAS No.:183875-29-8
Molecular Formula:C33H34O5S
Molecular Weight:542.696
Hs Code.:
DSSTox Substance ID:DTXSID401173785
Mol file:183875-29-8.mol

Synonyms:183875-29-8;b-d-galactopyranoside,phenyl 3,4,6-tris-o-(phenylmethyl)-1-thio-;4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol;SCHEMBL5689195;DTXSID401173785;Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside

Suppliers and Price of 4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of 4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol

Chemical Property:

PSA：82.45000
LogP:6.25210
XLogP3:5.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:542.21269535
Heavy Atom Count:39
Complexity:655

Purity/Quality:: 98% ^*data from raw 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)SC3=CC=CC=C3)O)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Isomeric SMILES:C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)SC3=CC=CC=C3)O)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Technology Process of 4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol

There total 10 articles about 4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol 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: 97.0%

: 183875-28-7
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

: 183875-29-8
phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 23 ℃; for 24h;
DOI:10.1021/jo980660a

Reference yield: 65.0%

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 930-69-8
sodium thiophenolate

: 183875-29-8
phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: 3,4,6-tri-O-benzyl-D-galactal; With oxone||potassium monopersulfate triple salt; water; sodium hydrogencarbonate; In dichloromethane; acetone; at 0 - 20 ℃; for 0.75h;

sodium thiophenolate; With zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃; for 72h; Molecular sieve; Inert atmosphere;
DOI:10.1039/c9ob02700a

Reference yield: 64.0%

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 108-98-5
thiophenol

: 183875-29-8
phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: 3,4,6-tri-O-benzyl-D-galactal; With Oxone; sodium hydride; sodium hydrogencarbonate; In dichloromethane; water; acetone; at 0 ℃; for 0.75h;

thiophenol; In dichloromethane; at -78 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

With zinc(II) chloride; In diethyl ether; dichloromethane; Molecular sieve; Inert atmosphere;
DOI:10.1021/acs.joc.9b00022