METHYL (R)-(+)-3-BROMO-2-METHYLPROPIONATE

Base Information

• Chemical Name: METHYL (R)-(+)-3-BROMO-2-METHYLPROPIONATE
• CAS No.: 110556-33-7
• Molecular Formula: C5H9BrO2
• Molecular Weight: 181.029
• Hs Code.: 2915900090
• Mol file: 110556-33-7.mol

Synonyms:Propanoicacid, 3-bromo-2-methyl-, methyl ester, (R)-;Methyl (2R)-3-bromo-2-methylpropanoate;Methyl (R)-(+)-3-Bromoisobutyrate;

Chemical Property of METHYL (R)-(+)-3-BROMO-2-METHYLPROPIONATE

Chemical Property:

• Vapor Pressure: 1.25mmHg at 25°C
• Refractive Index: n20/D 1.455
• Boiling Point: 173.7 °C at 760 mmHg
• Flash Point: 73.9 °C
• PSA: 26.30000
• Density: 1.413 g/cm³
• LogP: 1.19040
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-Methyl3-Bromo-2-methylpropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (R)-(+)-3-bromo-2-methylpropionate can be used as a reactant to prepare: (S)-3-(6-Methoxy-pyridin-3-yl)-2-methylpropionic acid methylester by reacting with 5-bromo-2-methoxy pyridine via nucleophilic displacement reaction. Decahydroisoquinoline derivative (NVP-ACQ090) as a potent antagonist of somatostatin sst3 receptor.It can also be used as a reference compound in the enantioselective alkylation reaction of hydrophobic vitamin B12 derivatives.

Technology Process of METHYL (R)-(+)-3-BROMO-2-METHYLPROPIONATE

There total 8 articles about METHYL (R)-(+)-3-BROMO-2-METHYLPROPIONATE 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: 82.0%

methyl (2S)-3-hydroxy-2-methyl-3-(methylsulfonyloxy)propanoate (142402-78-6) → (R)-3-bromo-2-methylpropionic acid methyl ester (110556-33-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; lithium bromide;

DOI:10.1016/S0957-4166(98)00107-4

Reference yield: 77.0%

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) → (R)-3-bromo-2-methylpropionic acid methyl ester (110556-33-7)

Guidance literature:

With pyridine; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; 1.) from 5 deg C to 10 deg C, 1 h, 2.) 25 deg C, 2 h;

Reference yield: 71.0%

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

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine;

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

upstream raw materials:

diazomethane

(R)-4-acetoxy-3-methyl-1-butene

3-hydroxy-(2S)-methylpropionate

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

Downstream raw materials:

methyl (S)-(+)-2-benzylpropionate

methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

(S)-3-(3-methoxycarbonylbutyl)-1-tosylindole

(Z),(S)-3-(3-methoxycarbonyl-1-butenyl)-1-tosylindole

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.
• 2、 Atlan, Valerie,Racouchot, Sandrine,Rubin, Michael,Bremer, Claudia,Ollivier, Jean,De Meijere, Armin,Salauen, Jacques. "Diastereoselective palladium(O)-catalyzed azidation of 1- alkenylcyclopropyl esters: Asymmetric synthesis of (-)-(1R,2S)-norcoronamic acid". . p. 1131 - 1135. Retrieved 2007/10/03.