(R)-2-Hydroxy-4-methylpentanoic acid

Base Information

• Chemical Name: (R)-2-Hydroxy-4-methylpentanoic acid
• CAS No.: 20312-37-2
• Molecular Formula: C6H12 O3
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• European Community (EC) Number: 805-397-1
• UNII: 82AX56U3YN
• DSSTox Substance ID: DTXSID10331458
• Nikkaji Number: J84.593K
• Wikidata: Q27124351
• Metabolomics Workbench ID: 1517
• Mol file: 20312-37-2.mol

Synonyms:(R)-2-Hydroxy-4-methylpentanoic acid;20312-37-2;D-leucic acid;(2R)-2-hydroxy-4-methylpentanoic acid;(R)-leucic acid;Pentanoic acid, 2-hydroxy-4-methyl-, (2R)-;(R)-2-hydroxyisocaproic acid;(R)-2-hydroxy-4-methyl-Pentanoic acid;(R)-2-Hydroxyisocaproate;D-Leucate;delta-leucic acid;Leucic acid, D-;(-)-2-Hydroxyisocaproic acid;Leucic acid, (R)-;D-2-Hydroxyisocaproate;D-2-hydroxy-4-methylvaleric acid;Leucic acid, (-)-;D-2-hydroxy-4-methylpentanoic acid;D-2-hydroxyisocaproic acid;82AX56U3YN;(-)-alpha-Hydroxyisocaproic acid;2-hydroxy-4-methyl-D-valeric acid;2R-hydroxy-4-methyl-pentanoic acid;(2r)-2-hydroxy-4-methyl-pentanoic acid;(R)-Leucate;d-alpha-hydroxyisocaproic acid;delta-Leucate;MFCD00211263;D-a-Hydroxyisocaproate;d--hydroxyisocaproic acid;(-)-a-Hydroxyisocaproate;delta-2-Hydroxyisocaproate;D-a-Hydroxyisocaproic acid;(-)-2-Hydroxyisocaproate;2-HMP;UNII-82AX56U3YN;(-)-alpha-Hydroxyisocaproate;delta-alpha-Hydroxyisocaproate;(-)-a-Hydroxyisocaproic acid;D-2-Hydroxy-4-methylvalerate;delta-2-Hydroxyisocaproic acid;(R)-2-hydoxy-isocaproic acid;(R)-2-hydroxy-isocaproic acid;SCHEMBL1336542;2-hydroxy-4-methyl-D-Valerate;D-2-Hydroxy-4-methylpentanoate;(R)-alpha-hydroxyisocaproic acid;CHEBI:55534;delta-2-Hydroxy-4-methylvalerate;DTXSID10331458;delta-alpha-Hydroxyisocaproic acid;2-hydroxy-4-methyl-delta-Valerate;delta-2-Hydroxy-4-methylpentanoate;(R)-2-hydroxy-4-methyl-Pentanoate;(R)-2-hydroxy-4-methylvaleric acid;LMFA01050402;(R)-2-Hydroxy-4-methylpentanoicacid;delta-2-Hydroxy-4-methylvaleric acid;2-(R)-hydroxy-4-methylpentanoic acid;AKOS006345458;AKOS015995258;2-hydroxy-4-methyl-delta-Valeric acid;delta-2-Hydroxy-4-methylpentanoic acid;(R)-2-hydroxy-4-methyl pentanoic acid;D-.ALPHA.-HYDROXYISOCAPROIC ACID;s10037;DS-17140;HY-30216;(-)-.ALPHA.-HYDROXYISOCAPROIC ACID;CS-0000170;Pentanoic acid,2-hydroxy-4-methyl-,(2R)-;C03264;(R)-2-hydroxy-4-methylpentanoic acid, AldrichCPR;J-502186;Q27124351;2RH

Chemical Property of (R)-2-Hydroxy-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.00324mmHg at 25°C
• Melting Point: 76-80℃
• Boiling Point: 673.6°Cat760mmHg
• Flash Point: 375.2°C
• PSA: 57.53000
• Density: 1.763g/cm³
• LogP: 0.47800
• Storage Temp.: -15°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 98.5

Purity/Quality:

98%, ^*data from raw suppliers

D-alpha-Hydroxyisocaproic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Hydroxy-4-methylpentanoic acid

There total 31 articles about (R)-2-Hydroxy-4-methylpentanoic 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: 98.0%

2-hydroxy-4-methylvaleric acid methyl ester (40348-72-9) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 93.8%

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 5 - 20 ℃;

DOI:10.1021/np800607x

Reference yield: 86.0%

D-Hyicap-OtBu (19892-92-3) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With hydrogenchloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)95997-5

upstream raw materials:

isobutyl glyoxal

(R)-leucine

L-leucine

(R)-6-methyl-hept-2c-en-4-ol

Downstream raw materials:

(R)-ethyl 4-methyl-2-hydroxypentanoate

2-hydroxy-4-methylvaleric acid methyl ester

D-α-hydroxyisocaproyl-Leu-Val-Phe-OCH3

benzyl (R)-2-hydroxy-4-methylpentanoate

Refernces

• 1、 Lu, Cui,Zhang, Sheng,Song, Wei,Liu, Jia,Chen, Xiulai,Liu, Liming,Wu, Jing. "Efficient Synthesis of D-Phenylalanine from L-Phenylalanine via a Tri-Enzymatic Cascade Pathway". . p. 3165 - 3173. Retrieved 2021/06/09.
• 2、 Zhang, Shuwei,Qiu, Yixing,Kakule, Thomas B.,Lu, Zhenyu,Xu, Fuchao,Lamb, John G.,Reilly, Christopher A.,Zheng, Yong,Sham, Shing Wo Simon,Wang, Wei,Xuan, Lijiang,Schmidt, Eric W.,Zhan, Jixun. "Identification of Cyclic Depsipeptides and Their Dedicated Synthetase from Hapsidospora irregularis". . p. 363 - 370. Retrieved 2017/03/08.