(r)-3-(Methoxycarbonyl)-4-methylpentanoic acid

Base Information

• Chemical Name: (r)-3-(Methoxycarbonyl)-4-methylpentanoic acid
• CAS No.: 220498-08-8
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.19
• Hs Code.: 29171990
• DSSTox Substance ID: DTXSID301260448
• Nikkaji Number: J2.100.291G
• Mol file: 220498-08-8.mol

Synonyms:220498-08-8;(r)-3-(methoxycarbonyl)-4-methylpentanoic acid;(R)-2-Isopropylsuccinic acid-1-methyl ester;(3R)-3-methoxycarbonyl-4-methylpentanoic acid;(R)-2-ISOPROPYL-SUCCINIC ACID-1-METHYL ESTER;(R)-(-)-2-Isopropylsuccinic acid 1-methyl ester;SCHEMBL1176819;VHOGSWBAPDPWTG-ZCFIWIBFSA-N;DTXSID301260448;MFCD01091030;(3R)-3-methoxycarbonyl-4-methyl-pentanoate;(2R)-2-Isopropylsuccinic acid 1-methyl ester;(r)-3-(methoxycarbonyl)-4-methylpentanoicacid;1-Methyl (2R)-2-(1-methylethyl)butanedioate;A815884

Chemical Property of (r)-3-(Methoxycarbonyl)-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.00169mmHg at 25°C
• Refractive Index: 1.4630 (estimate)
• Boiling Point: 272.4°Cat760mmHg
• Flash Point: 104.3°C
• PSA: 63.60000
• Density: g/cm³
• LogP: 0.90630
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-ISOPROPYLSUCCINIC ACID-1-METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (r)-3-(Methoxycarbonyl)-4-methylpentanoic acid

There total 6 articles about (r)-3-(Methoxycarbonyl)-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:

3-(methoxycarbonyl)-4-methylpent-3-enoic acid (130165-83-2) → (R)-3-(methoxycarbonyl)-4-methylpentanoic acid (220498-08-8) + (S)-3-(methoxycarbonyl)-4-methylpentanoic acid (208113-95-5)

Guidance literature:

With hydrogen; sodium methylate; <(S,S)-(Me-BPE)Rh(cod)>BF4; In methanol; at 20 ℃; under 4125.3 Torr; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3773(19980803)37:13/14<1931::AID-ANIE1931>3.0.CO;2-3

Reference yield:

(S)-2-tert-Butoxycarbonyl-3-isopropyl-succinic acid 1-tert-butyl ester 4-methyl ester → (R)-3-(methoxycarbonyl)-4-methylpentanoic acid (220498-08-8)

Guidance literature:

With trifluoroacetic acid; In toluene; for 5h; Heating;

DOI:10.1021/jm970812e

Reference yield:

methyl (S)-2-hydroxy-3-methylbutanoate (24347-63-5) → (R)-3-(methoxycarbonyl)-4-methylpentanoic acid (220498-08-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.17 h

2: 1.) NaH / 1.) DMF, 0 deg C, 3 h, 2.) DMF, CH₂Cl₂, 0 deg C, 3 h

3: TFA / toluene / 5 h / Heating

With 2,6-dimethylpyridine; sodium hydride; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1021/jm970812e

upstream raw materials:

3-(methoxycarbonyl)-4-methylpent-3-enoic acid

methyl (S)-2-hydroxy-3-methylbutanoate

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

(R)-1-(methoxycarbonyl)-2-methylpropyl trifluoromethanesulfonate

Downstream raw materials:

(R)-3-Methyl-2-(2-morpholin-4-yl-2-oxo-ethyl)-butyric acid

R-(+)-3-isopropyl-N-benzylpyrrolidine

methyl (R)-4-(2-(4-(4-(6-chloro-benzo[d]thiazol-2-ylamino)phenyl)pyridin-2-yl)hydrazino)-2-isopropyl-4-oxo-butanoate