tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH

Base Information

• Chemical Name: tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH
• CAS No.: 148182-34-7
• Molecular Formula: C₄₄H₅₉N₅O₈
• Molecular Weight: 785.981
• Mol file: 148182-34-7.mol

Synonyms:tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH

Chemical Property of tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1043.2°C at 760 mmHg
• PKA: 3.51±0.10(Predicted)
• Flash Point: 584.7°C
• PSA: 192.03000
• Density: 1.167g/cm³
• LogP: 6.67830

Purity/Quality:

99%+, ^*data from raw suppliers

Boc-phe-leu-phe-leu-phe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH

There total 16 articles about tert-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanyl-OH 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%

Boc-Phe-Leu-Phe-Leu-Phe-O-t-Bu (1261486-37-6) → N-tert-butyloxycarbonyl-Phe-Leu-Phe-Leu-Phe (66556-73-8,148182-34-7)

Guidance literature:

With cross-linked enzyme aggregates of Alcalase; water; In 1,4-dioxane; at 37 ℃; for 37h; Enzymatic reaction;

DOI:10.1002/adsc.201000313

Reference yield:

N-Boc-D-Leu (16937-99-8,53296-34-7) → Boc-FL(D)FL(D)F (66556-73-8,148182-34-7)

Guidance literature:

Multi-step reaction with 6 steps

1: EDCI; HOBt / dimethylformamide / 0 °C

2: 1 N aq. NaOH

3: EDCI; HOBt / dimethylformamide / 0 °C

4: HCl / dioxane / 20 °C

5: EDCI; HOBt / dimethylformamide / 0 °C

6: 1 N aq. NaOH

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Condensation / 2: saponification / 3: Condensation / 4: acidolysis / 5: Condensation / 6: saponification;

Reference yield:

Boc-D-Leu-Phe-OMe (87976-66-7) → Boc-FL(D)FL(D)F (66556-73-8,148182-34-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1 N aq. NaOH

2: EDCI; HOBt / dimethylformamide / 0 °C

3: HCl / dioxane / 20 °C

4: EDCI; HOBt / dimethylformamide / 0 °C

5: 1 N aq. NaOH

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide; 1: saponification / 2: Condensation / 3: acidolysis / 4: Condensation / 5: saponification;

upstream raw materials:

Boc-Phe-Leu-Phe-Leu-Phe-O-t-Bu

N-(fluorenylmethyloxycarbonyl)-L-leucinal

Fmoc-Phe-H

di-tert-butyl dicarbonate

Refernces

• 1、 Nuijens, Timo,Cusan, Claudia,Van Dooren, Theodorus J. G. M.,Moody, Harold M.,Merkx, Remco,Kruijtzer, John A. W.,Rijkers, Dirk T. S.,Liskamp, Rob M. J.,Quaedflieg, Peter J. L. M.. "Fully enzymatic peptide synthesis using C-terminal tert-butyl ester interconversion". experimental part. p. 2399 - 2404. Retrieved 2011/02/21.
• 2、 Dalpiaz,Pecoraro,Vertuani,Spisani,Rizzuti,Fabbri,Scatturin. "Formylpeptide receptor antagonists: Structure and activity". . p. 44 - 48. Retrieved 2007/10/03.