Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)-

Base Information

• Chemical Name: Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)-
• CAS No.: 56577-28-7
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• DSSTox Substance ID: DTXSID30439521
• Nikkaji Number: J440.539K
• Wikidata: Q82255484
• Mol file: 56577-28-7.mol

Synonyms:56577-28-7;methyl (2s,3s)-2-hydroxy-3-methylpentanoate;Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)-;DTXSID30439521;(2S,3S)-2-Hydroxy-3-methylpentanoic acid methyl ester

Chemical Property of Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)-

Chemical Property:

• Boiling Point: 82-83 °C(Press: 17 Torr)
• PSA: 46.53000
• Density: 1.002±0.06 g/cm3(Predicted)
• LogP: 0.56640
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)-

There total 4 articles about Pentanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S,3S)- 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:

methyl 3-methyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)valerate → methyl 2-hydroxy-3-methylvalerate + methyl 2-hydroxy-3-methylvalerate (41654-19-7,56577-28-7,56577-29-8,60687-28-7,60687-29-8,71242-64-3,71242-65-4,91797-32-9,91797-33-0)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; water; at 50 ℃; Overall yield = 84 %; Overall yield = 123 mg; Inert atmosphere;

DOI:10.1002/ejoc.201200736

Reference yield:

2-Hydroxy-3-methyl-pent-4-enoic acid methyl ester (71215-25-3,71215-27-5,85970-68-9,85970-69-0,96554-80-2,96554-81-3,104597-32-2,108866-35-9) → methyl 2-hydroxy-3-methylvalerate (41654-19-7,56577-28-7,56577-29-8,60687-28-7,60687-29-8,71242-64-3,71242-65-4,91797-32-9,91797-33-0)

Guidance literature:

With hydrogen;

DOI:10.1016/S0040-4039(01)81746-9

Reference yield:

methanol (67-56-1) + (3S)-2-Acetoxy-3-methylvaleric acid (32513-91-0,39552-54-0,104973-58-2) → methyl (2S,3S)-2-hydroxy-3-methylpentanoate (56577-28-7) + methyl 2-hydroxy-3-methylpentanoate (41654-19-7,56577-28-7,56577-29-8,60687-28-7,60687-29-8,71242-64-3,71242-65-4,91797-32-9,91797-33-0)

Guidance literature:

With hydrogenchloride; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1055/s-1989-27404

upstream raw materials:

methanol

(3S)-2-Acetoxy-3-methylvaleric acid

2-Hydroxy-3-methyl-pent-4-enoic acid methyl ester

Downstream raw materials:

methyl (2S,3S)-3-methyl-2-(p-tolyl-sulfonyloxy)pentanoate

methyl (2S,3S)-2-(benzyloxy)-3-methylpentanoate

2-[benzyloxycarbonyl-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-3-methyl-pentanoic acid methyl ester

2-(N-benzyloxycarbonyl-hydrazino)-3-methyl-pentanoic acid methyl ester