dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate

Base Information

Chemical Name:dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate
CAS No.:73890-17-2
Molecular Formula:C₇H₁₂O₅
Molecular Weight:176.169
Hs Code.:
DSSTox Substance ID:DTXSID801346112
Nikkaji Number:J47.650A
Wikidata:Q63399431
Mol file:73890-17-2.mol

Synonyms:73890-17-2;dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate;SCHEMBL15004708;DTXSID801346112;dimethyl (2s,3r)-2-hydroxy-3-methylbutane-dioate;Q63399431;(2S,3R)-2-HYDROXY-3-METHYLBUTANDIOIC ACIDDIMETHYL ESTER

Suppliers and Price of dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate

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
(2S,3R)-2-Hydroxy-3-methyl-butanedioicAcidDimethylEster
500mg
$ 185.00

Total 3 raw suppliers

Chemical Property of dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate

Chemical Property:

PSA：72.83000
LogP:-0.67060
Solubility.:Dichloromethane;
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:176.06847348
Heavy Atom Count:12
Complexity:177

Purity/Quality:

99% ^*data from raw suppliers

(2S,3R)-2-Hydroxy-3-methyl-butanedioicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C(C(=O)OC)O)C(=O)OC
Isomeric SMILES:C[C@H]([C@@H](C(=O)OC)O)C(=O)OC
Uses (2S,3R)-2-Hydroxy-3-methyl-butanedioic Acid Dimethyl Ester is an intermediate in synthesizing 5-Methyl-2’-deoxy Cytidine-13C,15N2 (M295904). It is an isotopic analog of 5-Methyl-2’-deoxy Cytidine (M295900), a Cytidine (C998300) analog and also an isostere of Thymidine (T412000).

Technology Process of dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate

There total 39 articles about dimethyl (2S,3R)-2-hydroxy-3-methylbutanedioate 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%

: 617-55-0
dimethyl (S)-malate

: 74-88-4
methyl iodide

: 50460-80-5,64864-56-8,73889-80-2,77398-86-8,78512-74-0,89104-81-4,150024-71-8,73890-17-2
(2S,3R)-2-Hydroxy-3-methylbernsteinsaeure-dimethylester

Guidance literature:: dimethyl (S)-malate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;
DOI:10.5012/bkcs.2013.34.5.1371

Reference yield: 86.0%

: 617-55-0
dimethyl (S)-malate

: 74-88-4
methyl iodide

: 50460-80-5,64864-56-8,73889-80-2,73890-17-2,77398-86-8,78512-74-0,89104-81-4,150024-71-8
(2S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 5h;
DOI:10.1016/j.tetlet.2005.12.012

Reference yield: 71.0%

: 617-55-0
dimethyl (S)-malate

: 74-88-4
methyl iodide

: 50460-80-5,64864-56-8,73890-17-2,77398-86-8,78512-74-0,89104-81-4,150024-71-8,73889-80-2
(2S,3S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester

: 50460-80-5,64864-56-8,73889-80-2,77398-86-8,78512-74-0,89104-81-4,150024-71-8,73890-17-2
(2S,3R)-2-Hydroxy-3-methylbernsteinsaeure-dimethylester

Guidance literature:: dimethyl (S)-malate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 5h;
DOI:10.1016/j.tetasy.2013.12.004