CYCLO(-ALA-ALA)

Base Information

• Chemical Name: CYCLO(-ALA-ALA)
• CAS No.: 5845-61-4
• Molecular Formula: C6H10 N2 O2
• Molecular Weight: 142.158
• Mol file: 5845-61-4.mol

Synonyms:2,5-Piperazinedione,3,6-dimethyl-, (3S-cis)-; Cyclo(L-alanyl-L-alanyl) (8CI);2,5-Diketo-3,6-dimethylpiperazine; Cyclo(Ala-Ala); Cyclo(L-alanine-L-alanine);Cyclo(L-alanyl-L-alanine); Cyclo(alanylalanine); Cyclo-L-Ala-L-Ala;Dimethyldiketopiperazine; L-Alanine diketopiperazine

Chemical Property of CYCLO(-ALA-ALA)

Chemical Property:

• Melting Point: 282-282.5 °C
• Boiling Point: 453°Cat760mmHg
• PKA: 12.97±0.60(Predicted)
• Flash Point: 227.9°C
• PSA: 58.20000
• Density: 1.081g/cm³
• LogP: -0.33300
• Storage Temp.: -15°C

Purity/Quality:

HPLC>98% ^*data from raw suppliers

Cyclo(L-Ala-L-ala) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Cyclo(L-Ala-L-ala)

Technology Process of CYCLO(-ALA-ALA)

There total 25 articles about CYCLO(-ALA-ALA) 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: 90.0%

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate (19794-10-6,51513-86-1,59602-19-6,71257-75-5,71257-76-6) → cyclo(L-Ala-L-Ala) (5845-61-4,5845-62-5)

Guidance literature:

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Cooling with ice;

With morpholine; In tert-butyl alcohol; at 2620 ℃; Cooling with ice;

Reference yield: 81.0%

(R)-2-((S)-2-Benzylamino-propionylamino)-propionic acid methyl ester → cyclo(L-Ala-L-Ala) (5845-61-4,5845-62-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 ℃; under 3878.71 Torr;

DOI:10.1021/ja003678n

Reference yield: 80.0%

di-L-alanine (1948-31-8,110652-05-6,210687-33-5,2392-61-2) → cyclo(L-Ala-L-Ala) (5845-61-4,5845-62-5)

Guidance literature:

With silica gel; In gas; at 190 - 210 ℃; under 0.08 Torr;

DOI:10.1135/cccc19940461

upstream raw materials:

L-Alanine methyl ester

L-alanin

L-Alanine ethyl ester

di-L-alanine

Downstream raw materials:

(3S,6R)-3,6-dimethylpiperazine-2,5-dione

cis-(2S,5S)-2,5-dimethyl-N,N'-diphenylpiperazine

((2S,5S)-3,6-Diethoxy-2,5-dimethyl-2,5-dihydro-pyrazin-2-yl)-phenyl-methanone

(3S,6S)-3-(2,5-diacetoxybenzoyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine