2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-, (3S,6R)-

Base Information

• Chemical Name: 2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-, (3S,6R)-
• CAS No.: 56941-94-7
• Molecular Formula: C17H21N3O2
• Molecular Weight: 299.373

Synonyms:

Chemical Property of 2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-, (3S,6R)-

Chemical Property:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-, (3S,6R)-

There total 10 articles about 2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-, (3S,6R)- 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: 78.0%

Fmoc-Leu-OH (35661-60-0) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → Cyclo(L-leucyl-L-tryptophyl) (56941-94-7,75557-46-9,99095-60-0,15136-34-2)

Guidance literature:

Fmoc-Leu-OH; (S)-tryptophan methyl ester hydrochloride; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

With piperidine; In acetonitrile; for 22h;

DOI:10.1039/C7CC00555E

Reference yield: 60.0%

Cbz-Trp-Leu-OMe (2419-36-5) → Cyclo(L-leucyl-L-tryptophyl) (56941-94-7,75557-46-9,99095-60-0,15136-34-2)

Guidance literature:

Cbz-Trp-Leu-OMe; With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 0.666667h;

In methanol; for 48h; Reflux;

DOI:10.3987/COM-18-S(F)42

Reference yield: 55.0%

N-t-butyloxycarbonyl-L-leucyl-L-tryptophan methyl ester (141595-69-9,128254-47-7) → Cyclo(L-leucyl-L-tryptophyl) (56941-94-7,75557-46-9,99095-60-0,15136-34-2)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 50 ℃; for 24h;

DOI:10.1002/ejoc.201600444

upstream raw materials:

N-tert-butoxycarbonyl-L-tryptophan-L-leucine methylester

(S)-Leu-OMe

Cbz-Trp-Leu-OMe

N-carbobenzyloxy-L-tryptophane

Downstream raw materials:

C₂₂H₂₉N₃O₂

(2S,10aS,5aS,4aS)-5a-(1,1-dimethylprop-2-enyl)-2-(2-methylpropyl)-1,2,3,4,4a,5,5a,10a-octahydro-10H-pyrazino[1',2':1,2]pyrrolo[4,5-b]indole-1,4-dione

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