(S)-3-AMINO-4-METHYLPENTANOIC ACID ETHYL ESTER

Base Information

• Chemical Name: (S)-3-AMINO-4-METHYLPENTANOIC ACID ETHYL ESTER
• CAS No.: 142342-78-7
• Molecular Formula: C8H17NO2
• Molecular Weight: 159.228
• Mol file: 142342-78-7.mol

Synonyms:

Chemical Property of (S)-3-AMINO-4-METHYLPENTANOIC ACID ETHYL ESTER

Chemical Property:

• PSA: 52.32000
• LogP: 1.62320

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-AMINO-4-METHYLPENTANOIC ACID ETHYL ESTER

There total 7 articles about (S)-3-AMINO-4-METHYLPENTANOIC ACID ETHYL 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: 81.0%

(3S,αR)-ethyl 3--4-methylpentanoate (169214-05-5) → (S)-3-Amino-4-methyl-pentanoic acid ethyl ester (142342-78-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; water; acetic acid; Ambient temperature;

DOI:10.1021/jo960107y

Reference yield:

ethyl 3--amino-4-methyl-2-pentenoate (170745-53-6) → (S)-3-Amino-4-methyl-pentanoic acid ethyl ester (142342-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / NaHB(OAc)3 / acetic acid; acetonitrile / 4 h / 0 °C

2: 81 percent / H₂ / Pd(OH)2/C / methanol; H₂O; acetic acid / Ambient temperature

With hydrogen; sodium tris(acetoxy)borohydride; palladium dihydroxide; In methanol; water; acetic acid; acetonitrile;

DOI:10.1021/jo960107y

Reference yield:

C12H25NO3S (1169704-21-5) → (S)-3-Amino-4-methyl-pentanoic acid ethyl ester (142342-78-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; ethanol; at 20 ℃; for 1h;

DOI:10.1055/s-0028-1087964

upstream raw materials:

(3S,αR)-ethyl 3--4-methylpentanoate

butyl butyrate

ethyl 3-amino-4-methylpentanoate

ethyl 3--amino-4-methyl-2-pentenoate

Refernces

• 1、 Wang, Yingang,Feng, Jinhui,Dong, Wenyue,Chen, Xi,Yao, Peiyuan,Wu, Qiaqing,Zhu, Dunming. "Improving Catalytic Activity and Reversing Enantio-Specificity of ω-Transaminase by Semi-Rational Engineering en Route to Chiral Bulky β-Amino Esters". . p. 3396 - 3400. Retrieved 2021/06/21.
• 2、 Gedey, Szilvia,Liljeblad, Arto,Lazar, Laszlo,Fueloep, Ferenc,Kanerva, Liisa T.. "Structural effects on chemo- and enantioselectivity of Candida antarctica lipase B - Resolution of β-amino esters". . p. 565 - 570. Retrieved 2007/10/03.