(3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione

Base Information

• Chemical Name: (3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione
• CAS No.: 15136-26-2
• Molecular Formula: C8H14 N2 O2
• Molecular Weight: 170.211
• UNII: S563TD85H6
• ChEMBL ID: CHEMBL4461757
• Nikkaji Number: J2.368.098J
• Wikidata: Q105198023
• Mol file: 15136-26-2.mol

Synonyms:15136-26-2;(3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione;(S,S)-3-Isopropyl-6-methylpiperazine-2,5-dione;(3S,6S)-3-methyl-6-propan-2-ylpiperazine-2,5-dione;Cyclo(alanylvaline);cyclo(alanyl-valyl);Cyclo(L-alanyl-L-valyl);CHEMBL4461757;SCHEMBL21831261;S563TD85H6;BS-31033;3-isopropyl-6-methylpiperazine-2,5-dione, (3S,6S)-;(3S,6S)-3-Methyl-6-(1-methylethyl)-2,5-piperazinedione;(3S,6S)-3-methyl-6-(propan-2-yl)piperazine-2,5-dione;2,5-Piperazinedione, 3-isopropyl-6-methyl-, (3S,6S)-;2,5-Piperazinedione, 3-methyl-6-(1-methylethyl)-, (3S,6S)-;2,5-Piperazinedione, 3-methyl-6-(1-methylethyl)-, (3S-cis)-

Chemical Property of (3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione

Chemical Property:

• Vapor Pressure: 1.38E-07mmHg at 25°C
• Boiling Point: 429.7°C at 760 mmHg
• Flash Point: 200.7°C
• Density: 1.04g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.105527694
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)NC(C(=O)N1)C(C)C
• Isomeric SMILES: C[C@H]1C(=O)N[C@H](C(=O)N1)C(C)C

Technology Process of (3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione

There total 21 articles about (3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione 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: 99.0%

Val-Ala (1115-74-8,6491-43-6,19079-64-2,63289-08-7,83638-82-8,150350-79-1,27493-61-4) → (3S,6S)-3-methyl-6-(1-methylethyl)piperazine-2,5-dione (15136-26-2)

Guidance literature:

at 200 ℃; for 0.5h;

Reference yield: 76.0%

Fmoc-Val-OH (68858-20-8) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) → (3S,6S)-3-methyl-6-(1-methylethyl)piperazine-2,5-dione (15136-26-2)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(00)02312-1

Reference yield: 70.0%

IPAoc-Ala-Val-OSu (113304-69-1) → (3S,6S)-3-methyl-6-(1-methylethyl)piperazine-2,5-dione (15136-26-2)

Guidance literature:

With triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1016/S0040-4039(00)96195-1

upstream raw materials:

L-Val-D,L-Ala-OCH₃

L-valine

(S)-4-isopropyloxazolidine-2,5-dione

IPAoc-Ala-Val-OSu

Downstream raw materials:

L-valine

(2R,5S)-2-(3,4-Dimethoxy-benzyl)-5-isopropyl-3,6-dimethoxy-2-methyl-2,5-dihydro-pyrazine

(2R,5S)-5-Isopropyl-3,6-dimethoxy-2-methyl-2-((E)-3-phenyl-allyl)-2,5-dihydro-pyrazine

(2S,5R)-2,5-dihydro-2-isopropyl-3,6-dimethoxy-5-benzyl-5-methylpyrazine