(-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester

Base Information

• Chemical Name: (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester
• CAS No.: 949890-69-1
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.386
• Mol file: 949890-69-1.mol

Synonyms:(-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester

Chemical Property of (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester

There total 2 articles about (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester 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: 72.0%

3-isobutylglutaric anhydride (185815-59-2) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester (949890-69-1)

Guidance literature:

With Quinine; In toluene; at -30 ℃; for 24h;

DOI:10.1016/j.tetasy.2007.06.014

Reference yield: 69.0%

3-isobutylglutaric anhydride (185815-59-2) + 3-Phenylpropenol (104-54-1) → (-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester (949890-69-1)

Guidance literature:

3-isobutylglutaric anhydride; 3-Phenylpropenol; With quinine; In toluene; at -35 ℃; for 24.25h;

With 1-Adamantanamine; In tert-butyl methyl ether; isopropyl alcohol; at 25 - 45 ℃; for 6h;

With hydrogenchloride; In water; toluene; Product distribution / selectivity;

Reference yield:

(-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester (949890-69-1) → pregabilin (148553-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; diphenylphosphoryl azide / toluene / 20 - 90 °C

1.2: toluene / Heating

2.1: 6.0 g / morpholine; triphenylphosphine / Pd(OAc)2 / ethanol / 3 h / Heating

With morpholine; diphenylphosphoranyl azide; triethylamine; triphenylphosphine; palladium diacetate; In ethanol; toluene;

DOI:10.1016/j.tetasy.2007.06.014

upstream raw materials:

3-isobutylglutaric anhydride

3-Phenylpropenol

(2E)-3-phenyl-2-propen-1-ol

Downstream raw materials:

(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid 3-phenyl-allyl ester

(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid

(S)-4-isobutyl-pyrrolidin-2-one

pregabilin