(2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran

Base Information

Chemical Name:(2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran
CAS No.:99409-34-4
Molecular Formula:C₂₉H₃₄O₄S
Molecular Weight:478.653
Hs Code.:
European Community (EC) Number:815-387-9
DSSTox Substance ID:DTXSID80447494
Nikkaji Number:J1.135.570F
Wikidata:Q72477504
Mol file:99409-34-4.mol

Synonyms:99409-34-4;(2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran;ethyl 2,3,4-tri-o-benzyl-1-thio-beta-l-fucopyranoside;(2R,3S,4R,5R,6S)-2-ethylsulfanyl-6-methyl-3,4,5-tris(phenylmethoxy)oxane;116391-11-8;SCHEMBL6762183;DTXSID80447494;Ethyl 2,3,4-tri-O-benzyl-beta-L-thiofucopyranoside;W-204188;2,3,4-Tri-O-benzyl-1-S-ethyl-beta-L-thiofucopyranoside, 98%;ETHYL2,3,4-TRI-O-BENZYL-1-THIO-BETA-L-FUCOPYRANOSIDE;2-O,3-O,4-O-Tribenzyl-1-ethylthio-1-deoxy-beta-L-fucopyranose;b-L-Galactopyranoside,ethyl6-deoxy-2,3,4-tris-O-(phenylmethyl)-1-thio-;B-L-GALACTOPYRANOSIDE, ETHYL6-DEOXY-2,3,4-TRIS-O-(PHENYLMETHYL)-1-THIO-

Suppliers and Price of (2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-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

Usbiological
Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside
1g
$ 329.00

TRC
Ethyl2,3,4-Tri-O-benzyl-b-L-thiofucopyranoside
50mg
$ 45.00

TRC
Ethyl2,3,4-Tri-O-benzyl-b-L-thiofucopyranoside
500mg
$ 155.00

Sigma-Aldrich
2,3,4-Tri-O-benzyl-1-S-ethyl-β-L-thiofucopyranoside 98%
500mg
$ 155.00

Crysdot
(2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran 97%
5g
$ 575.00

Crysdot
(2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran 97%
1g
$ 255.00

Biosynth Carbosynth
Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside
10 g
$ 367.50

Biosynth Carbosynth
Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside
5 g
$ 210.00

Biosynth Carbosynth
Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside
2 g
$ 115.50

Biosynth Carbosynth
Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside
1 g
$ 57.80

Total 24 raw suppliers

Chemical Property of (2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran

Chemical Property:

Vapor Pressure:2.27E-13mmHg at 25°C
Melting Point:52-54 °C(lit.)
Boiling Point:592.1°C at 760 mmHg
Flash Point:>230 °F
PSA：62.22000
Density:1.16g/cm³
LogP:6.24050
XLogP3:5.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:478.21778074
Heavy Atom Count:34
Complexity:542

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl 2,3,4-tri-O-benzyl-b-L-thiofucopyranoside ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCSC1C(C(C(C(O1)C)OCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4
Isomeric SMILES:CCS[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)C)OCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

Technology Process of (2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-2H-pyran

There total 6 articles about (2R,3S,4R,5R,6S)-3,4,5-Tris(benzyloxy)-2-(ethylthio)-6-methyltetrahydro-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: 82.0%

: 100-39-0
benzyl bromide

: 132799-10-1
ethyl 1-thio-α-L-fucopyranoside

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride;
DOI:10.1016/j.carres.2015.05.017

Reference yield:

: 100-44-7
benzyl chloride

: 132799-10-1
ethyl 1-thio-α-L-fucopyranoside

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: benzyl chloride; With copper(ll) sulfate pentahydrate; zinc(II) chloride; In N,N-dimethyl-formamide; at 25 - 30 ℃; Inert atmosphere;

ethyl 1-thio-α-L-fucopyranoside; In N,N-dimethyl-formamide; for 12h; Inert atmosphere;

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

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tin(IV) chloride / CH₂Cl₂ / 0 °C

2: sodium methoxide / methanol

3: sodium hydride / dimethylformamide

With sodium methylate; tin(IV) chloride; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Deacetylation / 3: Etherification;
DOI:10.1016/S0968-0896(98)80017-5