(R)-(+)-2-BROMO-3-METHYLBUTYRIC ACID

Base Information

• Chemical Name: (R)-(+)-2-BROMO-3-METHYLBUTYRIC ACID
• CAS No.: 76792-22-8
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.029
• Hs Code.: 29159000
• Mol file: 76792-22-8.mol

Synonyms:(2R)-2-bromo-3-methyl-butanoic acid;Butanoic acid, 2-bromo-3-methyl-, (2R)-;

Chemical Property of (R)-(+)-2-BROMO-3-METHYLBUTYRIC ACID

Chemical Property:

• Melting Point: 35-40 °C(lit.)
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 230 °C at 760 mmHg
• PKA: 3.00±0.10(Predicted)
• Flash Point: 88.9 °C
• PSA: 37.30000
• Density: 1.513 g/cm³
• LogP: 1.49050
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Bromo-3-methylbutyric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: (R)-(+)-2-Bromo-3-methylbutyric acid can be used:As an anionic counterpart of morpholinium based chiral ionic liquids applicable in the Heck arylation reaction of 2,3-dihydrofuran.As a starting material in the synthesis of fructosyl peptide oxidase inhibitors.

Technology Process of (R)-(+)-2-BROMO-3-METHYLBUTYRIC ACID

There total 18 articles about (R)-(+)-2-BROMO-3-METHYLBUTYRIC 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: 73.0%

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) → (R)-2-bromoisovaleric acid (76792-22-8,10323-40-7,26782-75-2,565-74-2)

Guidance literature:

With sulfuric acid; potassium bromide; sodium nitrite; at 0 - 20 ℃;

Reference yield: 69.0%

→ (R)-2-bromoisovaleric acid (76792-22-8,10323-40-7,26782-75-2,565-74-2)

Guidance literature:

Reference yield:

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) → bromine ingredient + 2-hydroxy-3-methylbutanoic acid (4026-18-0,17407-55-5,17407-56-6,600-37-3) + (R)-2-bromoisovaleric acid (76792-22-8,10323-40-7,26782-75-2,565-74-2)

Guidance literature:

D-Val-OH; With hydrogen bromide; In water; toluene; at 0 ℃;

With sodium nitrite; In water; toluene; at -5 ℃; for 10h;

In water; toluene; at -5 ℃;

upstream raw materials:

2-bromoisovaleric acid

D-Val-OH

1,2;5,6-di-O-(1-methylethylidene)-α-D-glucofuranosyl-2-bromo-3-methyl butanoate

2-bromoisovaleryl chloride

Downstream raw materials:

(+)-Bromisoval

N-(3-azido-4-methyl-2-triethylsilanyloxy-hexyl)-2-bromo-N-{2-(tert-butyl-diphenyl-silanyloxy)-1-[(trityl-carbamoyl)-methyl]-ethyl}-3-methyl-butyramide

2-{[1-((R)-2-Bromo-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-3-(6-phenyl-pyridin-3-yl)-propionic acid ethyl ester

2-{[1-((R)-2-Bromo-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-3-[6-(3-nitro-phenyl)-pyridin-3-yl]-propionic acid ethyl ester

Refernces

• 1、 Takatsuji, Ryo,Shinbara, Koki,Katoh, Takayuki,Goto, Yuki,Passioura, Toby,Yajima, Ryo,Komatsu, Yamato,Suga, Hiroaki. "Ribosomal Synthesis of Backbone-Cyclic Peptides Compatible with in Vitro Display". supporting information. . Retrieved 2019/02/14.
• 2、 Véniant, Murielle M.,Hale, Clarence,Hungate, Randall W.,Gahm, Kyung,Emery, Maurice G.,Jona, Janan,Joseph, Smriti,Adams, Jeffrey,Hague, Andrew,Moniz, George,Zhang, Jiandong,Bartberger, Michael D.,Li, Vivian,Syed, Rashid,Jordan, Steven,Komorowski, Renée,Chen, Michelle M.,Cupples, Rod,Kim, Ki Won,St. Jean, David J.,Johansson, Lars,Henriksson, Martin A.,Williams, Meredith,Vallg?rda, Jerk,Fotsch, Christopher,Wang, Minghan. "Discovery of a potent, orally active 11β-hydroxysteroid dehydrogenase type 1 inhibitor for clinical study: Identification of (S)-2-((1 S,2 S,4 R)-Bicyclo[2.2.1]heptan-2-ylamino)-5-isopropyl-5-methylthiazol-4(5 H)-one (AMG 221)". supporting information; scheme or table. p. 4481 - 4487. Retrieved 2010/09/04.