(2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran
CAS No.:211801-54-6
Molecular Formula:C₃₄H₃₆O₄S
Molecular Weight:540.723
Hs Code.:2938909090
European Community (EC) Number:835-228-7
Nikkaji Number:J1.819.953J

Synonyms:SCHEMBL7023289;UJHZGRWENHLWRW-DOXSZANXSA-N;211801-54-6;p-Methylphenyl 2,3,4-Tri-O-benzyl-1-thio-beta-L-fucopyranoside;1-(p-Tolylthio)-2-O,3-O,4-O-tribenzyl-1-deoxy-beta-L-fucopyranose;(2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran

Suppliers and Price of (2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran

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
Packaging
price

Total 5 raw suppliers

Chemical Property of (2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran

Chemical Property:

Boiling Point:652.6±55.0 °C(Predicted)
Density:1.19±0.1 g/cm3(Predicted)
XLogP3:7.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:540.23343080
Heavy Atom Count:39
Complexity:664

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1C(C(C(C(O1)SC2=CC=C(C=C2)C)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Isomeric SMILES:C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)SC2=CC=C(C=C2)C)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Technology Process of (2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran

There total 13 articles about (2S,3R,4R,5S,6R)-3,4,5-tris(benzyloxy)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran 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: 79.0%

: 100-39-0
benzyl bromide

: 959774-86-8
p-methylphenyl 1-thio-β-L-fucopyranoside

: 211801-54-6,807361-40-6
p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: p-methylphenyl 1-thio-β-L-fucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.333333h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201806090

Reference yield:

: 153658-86-7
(2S,3R,4R,5S,6R)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 211801-54-6,807361-40-6
p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / CH₂Cl₂; methanol / 2 h / 20 °C

2: 9.4 g / NaH / dimethylformamide / 2 h / 20 °C

With sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070585g

Reference yield:

: 7404-35-5,17081-04-8,20853-37-6,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,24332-95-4
1,2,3,4-tetra-O-acetyl-L-fucopyranose

: 211801-54-6,807361-40-6
p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

2: NaOMe / CH₂Cl₂; methanol / 2 h / 20 °C

3: 9.4 g / NaH / dimethylformamide / 2 h / 20 °C

With boron trifluoride diethyl etherate; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070585g