methyl (2S)-3-bromo-2-methylpropanoate

Base Information

• Chemical Name: methyl (2S)-3-bromo-2-methylpropanoate
• CAS No.: 98190-85-3
• Molecular Formula: C5H9 Br O2
• Molecular Weight: 181.03
• Hs Code.: 2915900090
• European Community (EC) Number: 624-819-3
• DSSTox Substance ID: DTXSID70420478
• Nikkaji Number: J1.317.143B
• Wikidata: Q82231767
• Mol file: 98190-85-3.mol

Synonyms:98190-85-3;(S)-(-)-3-Bromoisobutyric Acid Methyl Ester;methyl (s)-3-bromo-2-methylpropanoate;methyl (2S)-3-bromo-2-methylpropanoate;Methyl (S)-(-)-3-Bromoisobutyrate;Methyl (2S)-3-bromo-2-methyl-propanoate;Propanoic acid, 3-bromo-2-methyl-, methyl ester, (2S)-;(S)-3-Bromo-2-methyl-propionic acid methyl ester;MFCD00064487;(-)-Methyl (S)-3-bromo-2-methylpropionate;(-)-Methyl (S)-3-bro mo-2-methylpropionate;Methyl 3-bromo-2-methylpropanoate #;SCHEMBL2534589;BDBM36060;DTXSID70420478;FKWNAVCXZSQYTA-SCSAIBSYSA-N;AMY14235;methyl(s)-3-bromo-2-methylpropanoate;(-)-Methyl (S)-ss--bromoisobutyrate;AKOS015833847;AKOS015894023;(S)-methyl 3-bromo-2-methylpropanoate;(S)-3-bromoisobutyric acid methyl ester;BS-18020;(S)-(-)-Methyl 3-bromo-2-methylpropionate;B2140;CS-0158189;Methyl (S)-(-)-3-bromo-2-methyl-propionate;Methyl (S)-(-)-3-Bromo-2-methylpropionate;T71508;(S)-2-Methyl-3-bromopropionic acid methyl ester;(S)-3-bromo-2-methylpropionic acid methyl ester;(S)-(-)-3-BROMOISOBUTYRICACIDMETHYLESTER;(-)-Methyl (S)-3-bromo-2-methylpropionate, 97%;(S)-(-)-3-Bromo-2-methylpropionic Acid Methyl Ester;Propanoic acid,3-bromo-2-methyl-,methyl ester,(2S)-

Chemical Property of methyl (2S)-3-bromo-2-methylpropanoate

Chemical Property:

• Vapor Pressure: 1.25mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 173.7°Cat760mmHg
• Flash Point: 73.9°C
• PSA: 26.30000
• Density: 1.413g/cm³
• LogP: 1.19040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

98% ^*data from raw suppliers

Methyl(2S)-3-Bromo-2-methylpropanoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CBr)C(=O)OC
• Isomeric SMILES: C[C@H](CBr)C(=O)OC
• Uses: (?)-Methyl (S)-3-bromo-2-methylpropionate can be used:As a reference substrate in the alkylation reactions of vitamin B12 derivatives.As a starting material in the preparation of biologically significant 3-[(2H-1,2,4-benzothiadiazine-1,1-dioxide-3-yl)thio]-2-methylpropanoic acids.

Technology Process of methyl (2S)-3-bromo-2-methylpropanoate

There total 7 articles about methyl (2S)-3-bromo-2-methylpropanoate 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: 83.0%

methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) → (-) (S)-3-bromo-2-methylpropanoic acid methyl ester (98190-85-3)

Guidance literature:

methyl (R)-3-hydroxy-2-methylpropionate; With methanesulfonyl chloride; triethylamine; In dichloromethane; at -10 ℃; Inert atmosphere;

With lithium bromide; In tetrahydrofuran; for 12h; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100736

Reference yield: 71.0%

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) → (-) (S)-3-bromo-2-methylpropanoic acid methyl ester (98190-85-3)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine;

DOI:10.1016/S0040-4039(00)95722-8

Reference yield:

methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) → (-) (S)-3-bromo-2-methylpropanoic acid methyl ester (98190-85-3) + (R)-3-bromo-2-methylpropionic acid methyl ester (110556-33-7)

Guidance literature:

methyl (R)-3-hydroxy-2-methylpropionate; With methanesulfonyl chloride; triethylamine; In dichloromethane; at -10 ℃; Inert atmosphere;

With lithium bromide; In acetone; for 12h; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100736

upstream raw materials:

3-hydroxy-(2S)-methylpropionate

((S)-1-Methoxy-2-methyl-cyclopropoxy)-trimethyl-silane

3-bromo-2-methyl-propionic acid methyl ester

methyl (R)-3-hydroxy-2-methylpropionate

Downstream raw materials:

C₃₀H₃₃N₂O₂⁽¹⁺⁾*I^(1-)

C₃₀H₃₂ClN₂O₅⁽¹⁺⁾*I^(1-)

C₂₆H₃₂ClN₂O₄⁽¹⁺⁾*I^(1-)

Refernces

• 1、 Prokop, Zbynek,Sato, Yukari,Brezovsky, Jan,Mozga, Tomas,Chaloupkova, Radka,Koudelakova, Tana,Jerabek, Petr,Stepankova, Veronika,Natsume, Ryo,Van Leeuwen, Jan G. E.,Janssen, Dick B.,Florian, Jan,Nagata, Yuji,Senda, Toshiya,Damborsky, Jiri. "Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering". supporting information; experimental part. p. 6111 - 6115. Retrieved 2010/11/05.