(2R)-2-azaniumyl-3-hydroxy-3-methylbutanoate

Base Information

• Chemical Name: (2R)-2-azaniumyl-3-hydroxy-3-methylbutanoate
• CAS No.: 2280-48-0
• Molecular Formula: C5H11NO3
• Molecular Weight: 133.147
• Hs Code.: 2922509090
• Mol file: 2280-48-0.mol

Synonyms:

Chemical Property of (2R)-2-azaniumyl-3-hydroxy-3-methylbutanoate

Chemical Property:

• Appearance/Colour: white powder
• Refractive Index: 1.4206 (estimate)
• Boiling Point: 317.288 °C at 760 mmHg
• Flash Point: 145.691 °C
• PSA: 83.55000
• Density: 1.241 g/cm³
• LogP: -0.13050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 133.07389321
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

99%, ^*data from raw suppliers

(R)-2-Amino-3-hydroxy-3-methylbutanoicacid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(C(=O)[O-])[NH3+])O
• Isomeric SMILES: CC(C)([C@H](C(=O)[O-])[NH3+])O

Technology Process of (2R)-2-azaniumyl-3-hydroxy-3-methylbutanoate

There total 21 articles about (2R)-2-azaniumyl-3-hydroxy-3-methylbutanoate 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: 64.0%

(R)-(-)-β-Hydroxyvaline methyl ester (84907-85-7,1416499-37-0) → (R)-(-)-β-hydroxyvaline (2280-48-0,5174-30-1)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

Reference yield: 30.0%

(2S,5R)-5-(O-benzoyl-1-methyl-1-hydroxyethyl)-2-t-butyl-3-methyl-4-imidazolidinone (119906-44-4) → (R)-(-)-β-hydroxyvaline (2280-48-0,5174-30-1)

Guidance literature:

With DOWEX 50 W x 8 cation exchange resin; In hydrogenchloride; acetic acid; at 100 ℃;

DOI:10.1016/S0040-4020(01)86036-1

Reference yield:

3-hydroxy-DL-valine (2280-28-6,5174-30-1) → (R)-(-)-β-hydroxyvaline (2280-48-0,5174-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: aq. HCl / Heating

With hydrogenchloride; sodium hydroxide;

DOI:10.1246/bcsj.39.2287

upstream raw materials:

(-)-N-Benzoyl-β-hydroxyvalin

(R)-(-)-β-Hydroxyvaline hydrochloride

(3R,6S)-3,6-Dihydro-3-(1-hydroxy-1-methylethyl)-6-isopropyl-2,5-dimethoxypyrazin

(2S,5R)-5-(O-benzoyl-1-methyl-1-hydroxyethyl)-2-t-butyl-3-methyl-4-imidazolidinone

Downstream raw materials:

(R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxy-3-methylbutanoic acid

Fmoc-D-OHVal

(R)-2-(4-cyano-2-methyl-3-(trifluoromethyl)phenylamino)-3-hydroxy-3-methylbutanoic acid

C₁₃H₁₃F₃N₂O₃

Refernces

• 1、 Shao, Hui,Goodman, Murray. "An enantiomeric synthesis of allo-threonines and β-hydroxyvalines". . p. 2582 - 2583. Retrieved 2007/10/03.
• 2、 Schoellkopf, Ulrich. "ENANTIOSELECTIVE SYNTHESIS OF NON-PROTEINOGENIC AMINO ACIDS VIA METALLATED BIS-LACTIM ETHERS OF 2,5-DIKETOPIPERAZINES". . p. 2085 - 2092. Retrieved 2007/10/02.