(4R)-4-Aminopentanoic acid

Base Information

• Chemical Name: (4R)-4-Aminopentanoic acid
• CAS No.: 5937-83-7
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• Mol file: 5937-83-7.mol

Synonyms:(4R)-4-Aminopentanoic acid;[R,(+)]-4-Aminovaleric acid

Chemical Property of (4R)-4-Aminopentanoic acid

Chemical Property:

• Melting Point: 212 °C
• Boiling Point: 241.0±23.0 °C(Predicted)
• PKA: 4.38±0.10(Predicted)
• PSA: 63.32000
• Density: 1.067±0.06 g/cm3(Predicted)
• LogP: 0.89870

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R)-4-Aminopentanoic acid

There total 3 articles about (4R)-4-Aminopentanoic acid 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:

(S)-Pyroglutaminol (17342-08-4) → (+)-4-Aminovaleric acid (5937-83-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.8 percent / CBr₄, Ph₃P / acetonitrile / Ambient temperature

2: 91.7 percent / tributyltin hydride, AIBN / toluene / 5 h / 80 °C

3: 90.6 percent / 6 N HCl / 8 h / Heating

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; triphenylphosphine; In toluene; acetonitrile;

DOI:10.1021/ja00158a052

Reference yield:

(S)-(-)-ethyl 4-[1-phenylethyl]amino-2-pentenoate → (S)-4-Aminovaleric acid (1558-59-4) + (+)-4-Aminovaleric acid (5937-83-7)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(01)00171-5

Reference yield:

(R)-(+)-ethyl 4-[1-phenylethyl]amino-2-pentenoate → (S)-4-Aminovaleric acid (1558-59-4) + (+)-4-Aminovaleric acid (5937-83-7)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(01)00171-5

upstream raw materials:

(S)-Pyroglutaminol

Downstream raw materials:

methyl (R)-4-amino>pentanoate

methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate

(R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoic acid

methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Refernces

• 1、 Otsuka,Masuda,Haupt,Ohno,Shiraki,Sugiura,Maeda. "Man-designed bleomycin with altered sequence specificity in DNA cleavage". . p. 838 - 845. Retrieved 2007/10/02.