3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide

Base Information

• Chemical Name: 3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide
• CAS No.: 666844-61-7
• Molecular Formula: C13H18N2O3
• Molecular Weight: 250.298
• Mol file: 666844-61-7.mol

Synonyms:3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide;

Chemical Property of 3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide

Chemical Property:

• Melting Point: 79-81°C
• PSA: 85.90000
• LogP: 2.77840
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

3N-Benzyloxycarbonyl 3-amino-2,2-dimethylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the synthesis of Aliskiren.

Technology Process of 3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide

There total 3 articles about 3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide 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: 53.0%

3-benzyloxycarbonylamino-2,2-dimethylpropionic acid ethyl ester (173336-49-7) → (2-carbamoyl-2-methylpropyl)carbamic acid benzyl ester (666844-61-7)

Guidance literature:

With ammonia; In methanol; at 70 ℃; for 300h;

DOI:10.1021/jm070316i

Reference yield:

3-(benzyloxycarbonylamino)-2,2-dimethylpropanoic acid (80253-36-7) → (2-carbamoyl-2-methylpropyl)carbamic acid benzyl ester (666844-61-7)

Guidance literature:

3-(benzyloxycarbonylamino)-2,2-dimethylpropanoic acid; With ammonia; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 1h;

With ammonia; In tetrahydrofuran; water; at 20 ℃; for 1h;

Reference yield:

2-cyano-2-methylpropanamide (7505-93-3) + benzyl chloroformate (501-53-1,94274-21-2) → (2-carbamoyl-2-methylpropyl)carbamic acid benzyl ester (666844-61-7)

Guidance literature:

2-cyano-2-methylpropanamide; With lithium aluminium tetrahydride; In tetrahydrofuran;

benzyl chloroformate; With triethylamine;

DOI:10.1016/j.tetlet.2005.07.028

upstream raw materials:

2-cyano-2-methylpropanamide

benzyl chloroformate

3-benzyloxycarbonylamino-2,2-dimethylpropionic acid ethyl ester

3-(benzyloxycarbonylamino)-2,2-dimethylpropanoic acid

Downstream raw materials:

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate

aminopivalinamide

Refernces

• 1、 Maibaum, Jürgen,Stutz, Stefan,G?schke, Richard,Rigollier, Pascal,Yamaguchi, Yasuchika,Cumin, Frédéric,Rahuel, Joseph,Baum, Hans-Peter,Cohen, Nissim-Claude,Schnell, Christian R.,Fuhrer, Walter,Gruetter, Markus G.,Schilling, Walter,Wood, Jeanette M.. "Structural modification of the P2′ position of 2,7-dialkyl- substituted 5(S)-amino-4(S)-hydroxy-8-phenyl-octanecarboxamides: The discovery of aliskiren, a potent nonpeptide human renin inhibitor active after once daily dosing in marmosets". . p. 4832 - 4844. Retrieved 2008/03/12.
• 2、 -. "PYRAZOLE DERIVATIVES, MEDICINAL COMPOSITION CONTAINING THE SAME, MEDICINAL USE THEREOF, AND INTERMEDIATE FOR PRODUCTION THEREOF". Page/Page column 94. . Retrieved 2010/02/12.