(S)-Dimethyl bromosuccinate

Base Information

• Chemical Name: (S)-Dimethyl bromosuccinate
• CAS No.: 20859-24-9
• Molecular Formula: C₆H₉BrO₄
• Molecular Weight: 225.039
• DSSTox Substance ID: DTXSID10997356
• Nikkaji Number: J1.488.753I
• Wikidata: Q82989450
• Mol file: 20859-24-9.mol

Synonyms:(S)-Dimethyl bromosuccinate;20859-24-9;dimethyl (2S)-2-bromobutanedioate;dimethyl 2-bromobutanedioate;Dimethyl (S)-Bromosuccinate;DTXSID10997356

Chemical Property of (S)-Dimethyl bromosuccinate

Chemical Property:

• Boiling Point: 217.5±20.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.519±0.06 g/cm3(Predicted)
• LogP: 0.48600
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.96842
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(C(=O)OC)Br
• Isomeric SMILES: COC(=O)C[C@@H](C(=O)OC)Br
• Uses: Dimethyl (S)-bromosuccinate is used as an enantioselective and regioselective reagent for other reactions.

Technology Process of (S)-Dimethyl bromosuccinate

There total 5 articles about (S)-Dimethyl bromosuccinate 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:

methanol (67-56-1) + (2S)-2-bromobutanedioic acid (584-98-5,923-06-8,3972-41-6,20859-23-8) → Dimethyl S-bromsuccinat (20859-24-9)

Guidance literature:

With sulfuric acid;

DOI:10.1021/j150489a009

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → Dimethyl S-bromsuccinat (20859-24-9)

Guidance literature:

Multistep reaction; (i) NaBr, NaNO₂, aq. H₂SO₄, (ii) /BRN= 102415/, Et₂O;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2S)-2-bromobutanedioic acid (584-98-5,923-06-8,3972-41-6,20859-23-8) → Dimethyl S-bromsuccinat (20859-24-9)

Guidance literature:

Multistep reaction; (i) NaBr, NaNO₂, aq. H₂SO₄, (ii) /BRN= 102415/, Et₂O;

upstream raw materials:

methanol

(2S)-2-bromobutanedioic acid

diazomethane

L-Aspartic acid

Downstream raw materials:

N-benzyloxy-L-aspartic acid dimethyl ester

N-benzyloxy-D-aspartic acid dimethyl ester