Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate

Base Information

Chemical Name:Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate
CAS No.:128095-52-3
Molecular Formula:C₁₇H₁₈O₉
Molecular Weight:366.325
Hs Code.:
DSSTox Substance ID:DTXSID801138614
Mol file:128095-52-3.mol

Synonyms:Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate;DTXSID801138614;alpha-L-Idopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl, methyl ester

Suppliers and Price of Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate

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

TRC
4-Methylumbelliferylα-L-IdopyranosiduronicAcidMethylEster
2.5mg
$ 135.00

Total 1 raw suppliers

Chemical Property of Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate

Chemical Property:

PSA：153.87000
LogP:1.17320
Storage Temp.:-20°C Freezer
Solubility.:Water (Slightly), Methanol (Slightly)
XLogP3:-0.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:4
Exact Mass:366.09508215
Heavy Atom Count:26
Complexity:589

Purity/Quality:: 4-Methylumbelliferylα-L-IdopyranosiduronicAcidMethylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)C(=O)OC)O)O)O
Isomeric SMILES:CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](O3)C(=O)OC)O)O)O
Uses 4-Methylumbelliferyl α-L-Idopyranosiduronic Acid Methyl Ester is an intermediate in the synthesis of fluorogenic substrate in the assay of α-L-Iduronidase. A fluorimetric enzyme assay for the diagnosis of MPS II (Hunter disease).

Technology Process of Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate

There total 12 articles about Methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylate 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: 94.1%

: 128095-50-1
4-methylcoumarin-7-yl-2,3,4-tri-O-acetyl-α-L-iduronic acid methyl ester

: 128095-52-3
4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester

Guidance literature:: With sodium acetate; In methanol; at 20 ℃; for 4.5h;

Reference yield: 48.0%

: 101014-65-7
methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate

: 116523-82-1,128095-52-3
methyl 4-methylcoumarin-7-yl-β-D-glucopyranuronate

: 128095-52-3
4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester

Guidance literature:: methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate; With N-Bromosuccinimide; In tetrachloromethane; for 2h; Inert atmosphere; Irradiation; Reflux;

With triethyl borane; tri-n-butyl-tin hydride; In hexane; dichloromethane; at -78 - 20 ℃; for 5h; Inert atmosphere;

With sodium methylate; In methanol; at 0 - 20 ℃; for 4.5h; Inert atmosphere;
DOI:10.1055/s-0040-1708021

Reference yield: 48.0%

: 101014-65-7
methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate

: 116523-82-1,128095-52-3
methyl 4-methylcoumarin-7-yl-β-D-glucopyranuronate

: 128095-52-3
4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester

Guidance literature:: methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate; With N-Bromosuccinimide; In tetrachloromethane; for 2h; Inert atmosphere; Irradiation; Reflux;

With triethyl borane; tri-n-butyl-tin hydride; In hexane; dichloromethane; at -78 - 20 ℃; for 5h; Inert atmosphere;

With sodium methylate; In methanol; at 0 - 20 ℃; for 4.5h; Inert atmosphere;
DOI:10.1055/s-0040-1708021