Boc-Phe-Leu-Nva-CONH-CH₂CH₃

Base Information

• Chemical Name: Boc-Phe-Leu-Nva-CONH-CH₂CH₃
• CAS No.: 160801-88-7
• Molecular Formula: C₂₈H₄₄N₄O₆
• Molecular Weight: 532.681
• Mol file: 160801-88-7.mol

Synonyms:Boc-Phe-Leu-Nva-CONH-CH₂CH₃

Chemical Property of Boc-Phe-Leu-Nva-CONH-CH₂CH₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-Phe-Leu-Nva-CONH-CH₂CH₃

There total 12 articles about Boc-Phe-Leu-Nva-CONH-CH₂CH₃ 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: 55.0%

N-(Boc-Phe-Leu)-3(S)-amino-2(R,S)-hydroxyhexanoic acid ethyl amide → Boc-Phe-Leu-Nva-CONH-CH2CH3 (160801-88-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; In dichloromethane;

DOI:10.1021/jm00044a013

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → Boc-Phe-Leu-Nva-CONH-CH2CH3 (160801-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 89.6 percent / HOBt, NMP, EDC, (i-Pr)2NEt / dimethylformamide / Ambient temperature

2: 0.30 g / 4 N HCl / dioxane

3: 54 percent / HOBt, NMP, EDC, (i-Pr)2NEt / dimethylformamide / Ambient temperature

4: 55 percent / TEMPO, aq. KBr, NaOCl / CH₂Cl₂

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; potassium bromide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00044a013

Reference yield:

N-tert-butoxycarbonyl-L-norvaline (53308-95-5) → Boc-Phe-Leu-Nva-CONH-CH2CH3 (160801-88-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 82 percent / CDI, DIEA / tetrahydrofuran; dimethylformamide / Ambient temperature

2: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 - 5 °C

3: 1.) aq. NaHSO₃ / 1.) MeOH, 5 deg C, overnight, 2.) MeOH, H₂O, AcOEt, RT, 5 h

4: conc. aq. HCl, anisole / dioxane / Heating

5: 1 N NaOH / dioxane / 4 h / Ambient temperature

6: HOBt, EDC / dimethylformamide; H₂O

7: 4 N HCl / dioxane / 0.5 h / Ambient temperature

8: 89.6 percent / HOBt, NMP, EDC, (i-Pr)2NEt / dimethylformamide / Ambient temperature

9: 0.30 g / 4 N HCl / dioxane

10: 54 percent / HOBt, NMP, EDC, (i-Pr)2NEt / dimethylformamide / Ambient temperature

11: 55 percent / TEMPO, aq. KBr, NaOCl / CH₂Cl₂

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; sodium hypochlorite; lithium aluminium tetrahydride; benzotriazol-1-ol; sodium hydrogensulfite; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; potassium bromide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00044a013

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

N-tert-butoxycarbonyl-L-norvaline

(S)-3-Amino-2-hydroxy-hexanoic acid

(2S)-2-(1,1-dimethylethoxycarbonylamino)pentanal

Refernces