(2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride

Base Information

• Chemical Name: (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride
• CAS No.: 399041-11-3
• Molecular Formula: C₂₄H₃₇NO₄
• Molecular Weight: 403.562
• Mol file: 399041-11-3.mol

Synonyms:(2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride

Chemical Property of (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride

There total 19 articles about (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride 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: 89.0%

lauric acid (143-07-7) + ethyl (R)-2-((tert-butyl(λ1-oxidanyl)-λ3-sulfanyl)amino)-4-oxo-4-phenylbutanoate → (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride (399041-11-3)

Guidance literature:

ethyl (R)-2-((tert-butyl(λ¹-oxidanyl)-λ³-sulfanyl)amino)-4-oxo-4-phenylbutanoate; With hydrogenchloride; In methanol; at 0 ℃; for 1h;

lauric acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/acs.joc.7b02611

Reference yield: 85.0%

ethanol (64-17-5) + (R)-2-dodecanamido-4-oxo-4-phenylbutanoic acid → (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride (399041-11-3)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2015.02.060

Reference yield:

(1-Phenyl-vinyl)-carbamic acid ethyl ester (15728-00-4) + ethyl N-dodecanoyl-α-imino ester → (2S)-4-oxo-4-phenyl-2-(dodecanoylamino)butanoic acid ethyl ester + (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride (399041-11-3)

Guidance literature:

(1-Phenyl-vinyl)-carbamic acid ethyl ester; ethyl N-dodecanoyl-α-imino ester; With (1R,2R)-N,N’-bis(naphthalen-1-ylmethyl)-1,2-diphenylethane-1,2-diamine; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 0 ℃;

With hydrogen bromide; In methanol; water; Title compound not separated from byproducts;

DOI:10.1002/anie.200353237

upstream raw materials:

1-styrenyloxytrimethylsilane

n-dodecanoyl chloride

(1-Phenyl-vinyl)-carbamic acid ethyl ester

N-(1-phenylvinyl)acetamide

Downstream raw materials:

benzoic acid (2R,4R)-2-(dodecanoylamino)-4-hydroxy-4-phenylbutyl ester

benzoic acid (2R,4R)-2-(dodecanoylamino)-4-methoxy-4-phenylbutyl ester

Refernces

• 1、 Reddy, Arava Amaranadha,Prasad, Kavirayani R.. "Synthesis of β-Amino Ketones by Addition of Aryl Methyl Ketones to Sulfinimines: Application to the Total Synthesis of HPA-12, Norsedamine, and Sedamine". . p. 13488 - 13499. Retrieved 2017/12/26.
• 2、 -. "METHOD OF ENANTHIO-SELECTIVE NUCLEOPHILIC ADDITION REACTION FOR CONVERSION OF ENAMIDE TO IMINE AND METHOD OF SYNTHESIZING ALPHA AMINO-GAMMA-KETO ACID ESTER". Page/Page column 6-7. . Retrieved 2008/06/13.