(2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid

Base Information

Chemical Name:(2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid
CAS No.:138794-81-7
Molecular Formula:C₁₈H₁₈O₆
Molecular Weight:330.337
Hs Code.:
DSSTox Substance ID:DTXSID001245459

Synonyms:(2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid;138794-81-7;SCHEMBL852209;DTXSID001245459

Suppliers and Price of (2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:330.11033829
Heavy Atom Count:24
Complexity:360

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC=C(C=C1)COC(C(C(=O)O)OCC2=CC=CC=C2)C(=O)O
Isomeric SMILES:C1=CC=C(C=C1)CO[C@H]([C@H](C(=O)O)OCC2=CC=CC=C2)C(=O)O

Technology Process of (2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid

There total 2 articles about (2R,3R)-2,3-bis(phenylmethoxy)butanedioic acid 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:

: 77312-71-1
diethyl (2R,3R)-2,3-bis(benzyloxy)butane-1,4-dioate

: 138794-81-7
(2R,3R)-2,3-bis(benzyloxy)tartaric acid

Guidance literature:: With sodium hydroxide; In ethanol; for 44h; Yield given; Ambient temperature;
DOI:10.1246/bcsj.63.287

Reference yield:

: 100-39-0
benzyl bromide

: 138794-81-7
(2R,3R)-2,3-bis(benzyloxy)tartaric acid

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / sodium hydride; tetrabutylammonium iodide; 18-crown-6 / tetrahydrofuran; various solvent(s) / 0 °C

2: sodium hydroxide / H₂O; ethanol / 2 h / Heating

With sodium hydroxide; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; ethanol; water;
DOI:10.1021/ol0519902