(3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

Base Information

• Chemical Name: (3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione
• CAS No.: 131618-23-0
• Molecular Formula: C₄₃H₅₅N₇O₁₁
• Molecular Weight: 845.95

Synonyms:

Chemical Property of (3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

There total 8 articles about (3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione 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:

N2-(benzyloxycarbonyl)-N5-(benzyloxy)-N5-<(2,2,2-trichloroethoxy)carbonyl>-L-ornithine 1-tert-butyl ester (124620-52-6) → (3S,6S)-3-<3-2-acetyl-N5-(benzyloxy)-N5-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione (131618-23-0)

Guidance literature:

Multi-step reaction with 8 steps

1: CF₃COOH / CH₂Cl₂

2: 1.) H₂, 2.) NEt₃, EEDQ / 1.) 10percent Pd/C / 1.) MeOH, AcOH, 2.) CH₂Cl₂

3: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran

4: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 30 min, 2.) CHCl₃, 4h

5: 30percent HBr-HOAc / CH₂Cl₂ / 0.22 h

6: CH₂Cl₂ / 18 h

7: 0.085 g / Zn / tetrahydrofuran / 3 h

8: KHCO₃ / methanol / 48 h

With 1-hydroxy-pyrrolidine-2,5-dione; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; potassium hydrogencarbonate; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00002a005

Reference yield:

C23H25Cl3N2O7 → (3S,6S)-3-<3-2-acetyl-N5-(benzyloxy)-N5-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione (131618-23-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) H₂, 2.) NEt₃, EEDQ / 1.) 10percent Pd/C / 1.) MeOH, AcOH, 2.) CH₂Cl₂

2: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran

3: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 30 min, 2.) CHCl₃, 4h

4: 30percent HBr-HOAc / CH₂Cl₂ / 0.22 h

5: CH₂Cl₂ / 18 h

6: 0.085 g / Zn / tetrahydrofuran / 3 h

7: KHCO₃ / methanol / 48 h

With 1-hydroxy-pyrrolidine-2,5-dione; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; potassium hydrogencarbonate; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00002a005

Reference yield:

Acetic acid (S)-2-[(S)-2-acetylamino-5-(benzyloxy-formyl-amino)-pentanoylamino]-2-[benzyloxy-(3-{(2S,5S)-5-[3-(benzyloxy-formyl-amino)-propyl]-3,6-dioxo-piperazin-2-yl}-propyl)-carbamoyl]-ethyl ester → (3S,6S)-3-<3-2-acetyl-N5-(benzyloxy)-N5-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione (131618-23-0)

Guidance literature:

With potassium hydrogencarbonate; In methanol; for 48h; Yield given;

DOI:10.1021/jo00002a005

upstream raw materials:

N²-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-<(2,2,2-trichloroethoxy)carbonyl>-L-ornithine 1-tert-butyl ester

2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine

2-(benzyloxycarbonyl)-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-L-serine 1-(trimethylsilyl)ethyl ester

(3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-(2,2,2-trichloroethoxycarbonyl)-L-ornithinyl>-3-acetoxy-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

Downstream raw materials:

foroxymithine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 131618-23-0 (3S,6S)-3-<3-2-acetyl-N⁵-(benzyloxy)-N⁵-formyl-L-ornithinyl>-L-seryl>-N-(benzyloxy)amino>propyl>-6-<3-propyl>-2,5-piperazinedione

Send

Send

Metric Ton KG G Pound L ML

Send

Send