N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester
• CAS No.: 105562-87-6
• Molecular Formula: C₄₁H₆₁N₅O₁₀
• Molecular Weight: 783.963

Synonyms:N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

Chemical Property of N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

There total 9 articles about N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester 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: 70.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N8-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoic acid (105562-73-0) → N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N8-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester (105562-87-6)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm00385a010

Reference yield:

benzyl {(5S)-5-[(tert-butoxycarbonyl)amino]-6-oxohexyl}carbamate (82689-16-5) → N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N8-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester (105562-87-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, 25 min

2: 43 percent / 4-(N,N-dimethylamino)pyridine, pyridine / 0.33 h / Ambient temperature

3: 90 percent / Cd, AcOH / dimethylformamide / 7 h / Ambient temperature

4: HCl / dioxane / 0.5 h / Ambient temperature

5: 1.) N-methylmorpholine / 1.) CHCl₂, 0 deg C, 2.) CHCl₂, from 0 deg C to RT, overnight

6: HCl / dioxane / 0.5 h / Ambient temperature

7: 1.) N-methylmorpholine / 1.) CHCl₂, 0 deg C, 2.) CHCl₂, from 0 deg C to RT, overnight

8: aq. NaOH / methanol

9: 70 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; sodium hydroxide; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; cadmium; lithium diisopropyl amide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00385a010

Reference yield:

N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N8-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoic acid ethyl ester (105562-72-9) → N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N8-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester (105562-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / methanol

2: 70 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jm00385a010

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate

N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoic acid

benzyl {(5S)-5-[(tert-butoxycarbonyl)amino]-6-oxohexyl}carbamate

N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoic acid ethyl ester

Downstream raw materials:

N-isovaleryl-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

N-isovaleryl-L-valyl-L-valyl-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester acetate

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 105562-87-6 N-(tert-butyloxycarbonyl)-L-valyl-L-valyl-N⁸-(benzyloxycarbonyl)-4(S),8-diamino-3(S)-hydroxyoctanoyl-L-phenylalanine methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send