2(R)-methyl-3(R)-aminobutanoic acid N-benzoyl methyl ester

Base Information

• Chemical Name: 2(R)-methyl-3(R)-aminobutanoic acid N-benzoyl methyl ester
• CAS No.: 121054-38-4
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.283
• Mol file: 121054-38-4.mol

Synonyms:

Chemical Property of 2(R)-methyl-3(R)-aminobutanoic acid N-benzoyl methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(R)-methyl-3(R)-aminobutanoic acid N-benzoyl methyl ester

There total 14 articles about 2(R)-methyl-3(R)-aminobutanoic acid N-benzoyl methyl 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: 71.0%

methyl N-benzoyl-DL-β-homoalaninate (112979-39-2) → (l)-3-(Benzoylamino)-2-methylbuttersaeure-methylester (112979-44-9,112979-52-9,121054-38-4,139344-73-3,147126-18-9)

Guidance literature:

methyl N-benzoyl-DL-β-homoalaninate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

methylating agent; In tetrahydrofuran; at -60 - 25 ℃; Further stages.;

DOI:10.1002/(sici)1099-0690(200004)2000:8<1569::aid-ejoc1569>3.0.co;2-x

Reference yield:

N-benzoyl-3-aminobutyric acid (83509-86-8) → (l)-3-(Benzoylamino)-2-methylbuttersaeure-methylester (112979-44-9,112979-52-9,121054-38-4,139344-73-3,147126-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: SOCl₂

2.1: LiHMDS / tetrahydrofuran / 5 h / 0 °C

2.2: tetrahydrofuran / 14 h / -60 - 25 °C

With thionyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: Esterification / 2.1: salt formation / 2.2: Methylation;

DOI:10.1016/S0040-4039(99)01772-4

Reference yield:

benzoyl chloride (98-88-4) → (l)-3-(Benzoylamino)-2-methylbuttersaeure-methylester (112979-44-9,112979-52-9,121054-38-4,139344-73-3,147126-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N

2.1: SOCl₂

3.1: LiHMDS / tetrahydrofuran / 5 h / 0 °C

3.2: tetrahydrofuran / 14 h / -60 - 25 °C

With thionyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: Acylation / 2.1: Esterification / 3.1: salt formation / 3.2: Methylation;

DOI:10.1016/S0040-4039(99)01772-4

upstream raw materials:

methyl N-benzoyl-DL-β-homoalaninate

methyl iodide

crotonic acid methyl ester

benzoyl chloride

Downstream raw materials:

(2R,3R)-2-Benzoylamino-3-hydroxy-2-methyl-butyric acid methyl ester