Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate

Base Information

Chemical Name:Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate
CAS No.:195874-05-6
Molecular Formula:C20H22O6
Molecular Weight:358.391
Hs Code.:
DSSTox Substance ID:DTXSID50576861
Nikkaji Number:J2.256.254A
Wikidata:Q82466735
Mol file:195874-05-6.mol

Synonyms:Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate;195874-05-6;DTXSID50576861

Suppliers and Price of Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate

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 Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:358.14163842
Heavy Atom Count:26
Complexity:386

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC(=O)C(C(C(=O)OC)OCC1=CC=CC=C1)OCC2=CC=CC=C2
Isomeric SMILES:COC(=O)[C@H]([C@@H](C(=O)OC)OCC1=CC=CC=C1)OCC2=CC=CC=C2

Technology Process of Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate

There total 2 articles about Dimethyl (2S,3S)-2,3-bis(benzyloxy)butanedioate 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: 69.0%

: 13171-64-7
Dimethyl D-tartrate

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 113898-52-5
(2S,3S)-dimethyl 2-(benzyloxy)-3-hydroxysuccinate

: 195874-05-6
(2S,3S)-dimethyl 2,3-bis(benzyloxy)succinate

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 20 ℃; for 12h;
DOI:10.1021/ol0523603

Reference yield: 15.0%

: 13171-64-7
Dimethyl D-tartrate

: 100-39-0
benzyl bromide

: 195874-05-6
(2S,3S)-dimethyl 2,3-bis(benzyloxy)succinate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1002/chem.201002637

Reference yield: 57.0%

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 195874-05-6
(2S,3S)-dimethyl 2,3-bis(benzyloxy)succinate

: 872167-99-2
(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-oxopentanoate

Guidance literature:: (R)-methyl p-tolyl sulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -40 ℃;

(2S,3S)-dimethyl 2,3-bis(benzyloxy)succinate; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/ol0523603