L-Valinol

Base Information

• Chemical Name: L-Valinol
• CAS No.: 2026-48-4
• Molecular Formula: C5H13NO
• Molecular Weight: 103.164
• Hs Code.: 29221980
• European Community (EC) Number: 217-975-5
• UNII: R54N4NJ3ZZ
• DSSTox Substance ID: DTXSID901318132
• Nikkaji Number: J63.547B
• Wikidata: Q27082424
• Metabolomics Workbench ID: 148839
• Mol file: 2026-48-4.mol

Synonyms:L-Valinol;2026-48-4;(S)-(+)-2-Amino-3-methyl-1-butanol;(S)-2-amino-3-methylbutan-1-ol;(2S)-2-amino-3-methylbutan-1-ol;L-(+)-Valinol;(S)-valinol;(S)-2-Amino-3-methyl-1-butanol;1-Butanol, 2-amino-3-methyl-, (2S)-;(+)-Valinol;(S)-2-Amino-3-methyl-butan-1-ol;Valinol, L-;H-Val-ol;MFCD00064296;R54N4NJ3ZZ;L-2-Amino-3-methylbutan-1-ol;EINECS 217-975-5;NSC-322922;(L)-valinol;(+)-(S)-Valinol;(S)-(+)-Valinol;D0Z6DB;SCHEMBL81276;C(N)(CO)C(C)C;GTPL4750;BDBM18160;DTXSID901318132;(2s)-2-amino-3-methyl-1-butanol;2-(S)-Amino-3-methyl-butan-1-ol;AC-057;1-Butanol, 2-amino-3-methyl-, L-;AKOS000558102;AKOS006281171;(1S)-1-Isopropyl-2-hydroxyethylamine;CS-W020370;DB04383;(s)-(-)-2-amino-3-methyl-1-butanol;(S)-(+)-2-Amino-3-methylbutan-1-ol;AC-13725;AS-35006;BP-12900;(1S)-1-(hydroxymethyl)-2-methylpropylamine;A4408;AM20090150;BB 0253814;V0058;[(S)-1-(Hydroxymethyl)-2-methylpropyl]amine;EN300-97459;M03447;V-2500;(S)-(+)-2-Amino-3-methyl-1-butanol, 96%;Q27082424;Z1741982893

Chemical Property of L-Valinol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.182mmHg at 25°C
• Melting Point: 30-34 °C
• Refractive Index: 1.4548
• Boiling Point: 186.8 °C at 760 mmHg
• PKA: 12.82±0.10(Predicted)
• Flash Point: 91.1 °C
• PSA: 46.25000
• Density: 0.912 g/cm³
• LogP: 0.66230
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 103.099714038
• Heavy Atom Count: 7
• Complexity: 45.3

Purity/Quality:

99% ^*data from raw suppliers

L-Valinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CO)N
• Isomeric SMILES: CC(C)[C@@H](CO)N
• Uses: L-Valinol is used as a reagent in the synthesis of simple 1,3-thiazolidine-2-thione derivatives which can exhibit fungicidal activity. L-Valinol is also used as a reagent in the synthesis of small-molecule inhibitors of MDM2-p53 protein-protein interaction (MDM2 inhibitors) in clinical trials for the treatment of cancer. (S)-(+)-2-Amino-3-methyl-1-butanol can be used to prepare:Imines and oxazolines by reacting with aldehydes and nitriles, respectively.Chiral oxazoline derived multidentate ligands containing cyclophosphazene moiety.

Technology Process of L-Valinol

There total 48 articles about L-Valinol 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: 88.0%

(5S)-5-isopropyl-3-phenyl-5,6-dihydro-2H-1,4-oxazine-2-one (157985-11-0) → (S)-valinol (2026-48-4,473-75-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 72h; under 112509 Torr;

Reference yield: 69.0%

L-valine ethyl ester (17431-03-7) → (S)-valinol (2026-48-4,473-75-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/jo00298a018

Reference yield: 66.0%

(3S,6S)-3,6-bis(isopropyl)piperazine-2,5-dione (19943-16-9) → (S)-valinol (2026-48-4,473-75-6)

Guidance literature:

With C₂₄H₂₀ClN₂OPRu; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 110 ℃; for 48h; under 2280.15 - 30402 Torr; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1039/d0cc04550k

upstream raw materials:

L-valine ethyl ester

L-valine

N-Benzoyl-Gly-Val-OEt

L-Valine methyl ester

Downstream raw materials:

(S)-4-isopropyl-2-(thiophen-2-yl)-4,5-dihydrooxazole

2-[(4S)-4-iso-propyl-4,5-dihydro-1,3-oxazol-2-yl]pyridine

(S)-N-(1-iso-propyl-2-hydroxyethyl)benzoylformamide

(2S)-N-(2,4,6-trimethylbenzenesulfonyl)-2-amino-3-methyl-butanol

Refernces

• 1、 Chen, Ying,Liu, Yuan,Lan, Tong,Qin, Wei,Zhu, Yuntao,Qin, Ke,Gao, Jinjun,Wang, Haobo,Hou, Xiaomeng,Chen, Nan,Friedmann Angeli, Jose Pedro,Conrad, Marcus,Wang, Chu. "Quantitative Profiling of Protein Carbonylations in Ferroptosis by an Aniline-Derived Probe". . p. 4712 - 4720. Retrieved 2018.
• 2、 Reddy, Ramesh B.,M, Vijay,Krishnan, Mena Asha,Chelvam, Venkatesh. "Synthesis of tubuvaline (Tuv) fragment of tubulysin via diastereoselective dihydroxylation of homoallylamine". . p. 797 - 809. Retrieved 2021.
• 3、 Wasserscheid, Peter,Boesmann, Andreas,Bolm, Carsten. "Synthesis and properties of ionic liquids derived from the 'chiral pool'". . p. 200 - 201. Retrieved 2002.
• 4、 Samadi, Saadi,Ashouri, Akram,Rashid, Hersh I,Majidian, Shiva,Mahramasrar, Mahsa. "Immobilization of (l)-valine and (l)-valinol on SBA-15 nanoporous silica and their application as chiral heterogeneous ligands in the Cu-catalyzed asymmetric allylic oxidation of alkenes". supporting information. p. 17630 - 17641. Retrieved 2021/10/04.
• 5、 Subaramanian, Murugan,Sivakumar, Ganesan,Babu, Jessin K.,Balaraman, Ekambaram. "Selective hydrogenation of primary amides and cyclic di-peptides under Ru-catalysis". supporting information. p. 12411 - 12414. Retrieved 2020/10/30.