(2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid

Base Information

• Chemical Name: (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid
• CAS No.: 162678-79-7
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• DSSTox Substance ID: DTXSID10442699
• Wikidata: Q82260127
• Mol file: 162678-79-7.mol

Synonyms:162678-79-7;(R)-2-(2-methoxy-2-oxoethyl)-4-methylpentanoic acid;(2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid;SCHEMBL4633086;DTXSID10442699;REUDDXCWANRXHG-SSDOTTSWSA-N;AKOS006287330

Chemical Property of (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid

Chemical Property:

• PSA: 63.60000
• LogP: 1.29640
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

(2R)-2-[(METHOXYCARBONYL)METHYL]-4-METHYLPENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid

There total 4 articles about (2R)-2-[(methoxycarbonyl)methyl]-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%

(R)-5-Methyl-3-((S)-1-phenyl-ethylcarbamoyl)-hexanoic acid methyl ester (171347-91-4) → (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid (162678-79-7)

Guidance literature:

With hydrogenchloride; In chloroform;

DOI:10.1021/jm970494j

Reference yield:

2-methyl-2-propen-1-yl succinic anhydride (18908-20-8) → (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid (162678-79-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 97.6 percent / H₂ / 10percent Pd/C / toluene / 14 h / 60 - 70 °C / 3102.9 Torr

2: 55.9 percent / 192 h / Ambient temperature

3: 64 percent / diethyl ether / 24 h / Ambient temperature

4: 98 percent / 1 N HCl / CHCl₃

With hydrogenchloride; hydrogen; palladium on activated charcoal; In diethyl ether; chloroform; toluene;

DOI:10.1021/jm970494j

Reference yield:

D,L-2-isobutyl-3-(methoxycarbonyl)-propanoic acid (132631-36-8) → (2R)-2-[(methoxycarbonyl)methyl]-4-methylpentanoic acid (162678-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / diethyl ether / 24 h / Ambient temperature

2: 98 percent / 1 N HCl / CHCl₃

With hydrogenchloride; In diethyl ether; chloroform;

DOI:10.1021/jm970494j

upstream raw materials:

(R)-5-Methyl-3-((S)-1-phenyl-ethylcarbamoyl)-hexanoic acid methyl ester

2-methyl-2-propen-1-yl succinic anhydride

D,L-2-isobutyl-3-(methoxycarbonyl)-propanoic acid

dihydro-3-(RS)-(2-methylpropyl)-2,5-furandione

Downstream raw materials:

(R)-5-Methyl-3-((S)-1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-hexanoic acid methyl ester

galardin