(S)-2-Aminopentan-1-ol

Base Information

• Chemical Name: (S)-2-Aminopentan-1-ol
• CAS No.: 22724-81-8
• Molecular Formula: C5H13NO
• Molecular Weight: 103.164
• Hs Code.: 2922199090
• European Community (EC) Number: 625-468-9
• DSSTox Substance ID: DTXSID90426235
• Nikkaji Number: J231.906C
• Wikidata: Q72440325
• Mol file: 22724-81-8.mol

Synonyms:(S)-2-Aminopentan-1-ol;22724-81-8;L-Norvalinol;(2S)-2-aminopentan-1-ol;(S)-(+)-2-Amino-1-pentanol;(S)-2-amino-1-pentanol;1-Pentanol, 2-amino-, (2S)-;MFCD02683229;SCHEMBL1003546;DTXSID90426235;ULAXUFGARZZKTK-YFKPBYRVSA-N;(S)-(-)-2-Amino-1-pentanol;CS-M1841;AKOS016843136;(S)-(+)-2-Amino-1-pentanol, 97%;DS-16214;EN300-216034;A851233;J-014825

Chemical Property of (S)-2-Aminopentan-1-ol

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: 44-48 °C(lit.)
• Refractive Index: 1.449
• Boiling Point: 195.6 °C at 760 mmHg
• PKA: 12.88±0.10(Predicted)
• Flash Point: 95 °C
• PSA: 46.25000
• Density: 0.915 g/cm³
• LogP: 0.80640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 103.099714038
• Heavy Atom Count: 7
• Complexity: 39.1

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Aminopentan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CO)N
• Isomeric SMILES: CCC[C@@H](CO)N
• Uses: (S)-(+)-2-Amino-1-pentanol can be used:As a model compound in the study of estimation of dilution enthalpies of (R)-(?)-2-amino-1-pentanol in DMSO+H2O mixtures using isothermal titration calorimeter.As a substrate to prepare tricyclic heterocyclic compounds as possible antagonists of corticotropin-releasing factor-1.As an intermediate in one of the key synthetic steps for the preparation of an antiviral agent telaprevir.

Technology Process of (S)-2-Aminopentan-1-ol

There total 8 articles about (S)-2-Aminopentan-1-ol 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: 76.0%

L-Norvaline (6600-40-4,498-18-0) → L-norvalinol (22724-81-8,16369-14-5)

Guidance literature:

With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/1522-2675(20000906)83:9<2594::AID-HLCA2594>3.0.CO;2-H

Reference yield:

1-hydroxypentan-2-one (64502-89-2) → L-norvalinol (22724-81-8,16369-14-5)

Guidance literature:

With ammonium hydroxide; formate dehydrogenase; amine dehydrogenase-M₀; H₃N*CH₂O₂*H⁽¹⁺⁾; nicotinamide adenine dinucleotide; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=8.9; Reagent/catalyst; enantioselective reaction;

DOI:10.1021/acscatal.9b03889

Reference yield:

methyl L-norvalinate hydrochloride (56558-30-6,619330-91-5) → L-norvalinol (22724-81-8,16369-14-5)

Guidance literature:

methyl L-norvalinate hydrochloride; With triethylamine; In methanol; diethyl ether; at -10 ℃; for 1h;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;

DOI:10.1021/jo901893n

upstream raw materials:

L-Norvaline

L-norvaline methyl ester

L-norvaline

benzyl N-[(1S)-1-(hydroxymethyl)butyl]carbamate

Downstream raw materials:

benzyl N-[(1S)-1-(hydroxymethyl)butyl]carbamate

C₂₀H₂₇N₅O₂

(2R,3S,4S)-(1-benzyl-2-cyano-4-propyl-azetidin-3-yl)-acetic acid ethyl ester

(2S,3S,4S)-(1-benzyl-2-cyano-4-propyl-azetidin-3-yl)-acetic acid ethyl ester

Refernces

• 1、 Chen, Fei-Fei,Cosgrove, Sebastian C.,Birmingham, William R.,Mangas-Sanchez, Juan,Citoler, Joan,Thompson, Matthew P.,Zheng, Gao-Wei,Xu, Jian-He,Turner, Nicholas J.. "Enantioselective Synthesis of Chiral Vicinal Amino Alcohols Using Amine Dehydrogenases". . p. 11813 - 11818. Retrieved 2019/12/02.
• 2、 Nishiwaki, Hisashi,Kuriyama, Mituhiro,Nagaoka, Hikaru,Kato, Akira,Yamauchi, Satoshi,Shuto, Yoshihiro,Akamatsu, Miki. "Synthesis of imidacloprid derivatives with a chiral alkylated imidazolidine ring and evaluation of their insecticidal activity and affinity to the nicotinic acetylcholine receptor". . p. 6305 - 6312,8. Retrieved 2012/12/11.