(R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID

Base Information

• Chemical Name: (R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID
• CAS No.: 185815-61-6
• Molecular Formula: C9H17NO3
• Molecular Weight: 308.421
• Hs Code.: 2924299090
• Mol file: 185815-61-6.mol

Synonyms:(R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID

Chemical Property of (R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID

Chemical Property:

• PSA: 80.39000
• LogP: 1.69910
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID

There total 5 articles about (R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC 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: 79.2%

(±)?3?(carbamoylmethyl)?5?methylhexanoic acid (181289-15-6) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (R)-3-(carbamoylmethyl)-5-methylhexanoic acid (R)-(+)-α-phenylethylamine (185815-61-6) + (S)-3-(carbamoylmethyl)-5-methylhexanoic acid (R)-(+)-α-phenylethylamine

Guidance literature:

In chloroform; at 55 ℃; for 1.5h;

DOI:10.1007/s13738-019-01759-3

Reference yield:

5-methyl-3-carboxymethylhexanoic acid (75143-89-4) → (R)-3-(carbamoylmethyl)-5-methylhexanoic acid (R)-(+)-α-phenylethylamine (185815-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: urea / 12 h / 130 - 135 °C

1.2: 60 - 90 °C

2.1: chloroform / 0.5 h / 50 - 55 °C

With urea; In chloroform;

Reference yield:

isovaleraldehyde (590-86-3) → (R)-3-(carbamoylmethyl)-5-methylhexanoic acid (R)-(+)-α-phenylethylamine (185815-61-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di-n-propylamine; ethyl 2-cyanoacetate / cyclohexane / 2 h / 25 - 30 °C / Reflux

1.2: 5.17 h / 25 - 50 °C

1.3: 48 h / Reflux

2.1: urea / 12 h / 130 - 135 °C

2.2: 60 - 90 °C

3.1: chloroform / 0.5 h / 50 - 55 °C

With di-n-propylamine; ethyl 2-cyanoacetate; urea; In chloroform; cyclohexane;

upstream raw materials:

(R)-1-phenylethylamine hydrochloride

5-methyl-3-carboxymethylhexanoic acid

isovaleraldehyde

2?cyano?5?methylhex?2?enoic acid methyl ester

Downstream raw materials:

pregabilin

(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid

Refernces

• 1、 -. "PROCESS FOR PREPARING PREGABALIN AND ITS INTERMEDIATE". . . Retrieved 2011/07/09.