enkephalin, N-cyclo-Leu(5)-

Base Information

• Chemical Name: enkephalin, N-cyclo-Leu(5)-
• CAS No.: 75975-40-5
• Molecular Formula: C₂₈H₃₅N₅O₆
• Molecular Weight: 537.616
• Mol file: 75975-40-5.mol

Synonyms:Cyclic(glycylglycyl-L-phenylalanyl-L-leucyl-L-tyrosyl);1,4,7,10,13-Pentaazacyclopentadecane, cyclic peptide deriv.

Chemical Property of enkephalin, N-cyclo-Leu(5)-

Chemical Property:

• PSA: 165.73000
• Density: 1.27g/cm³
• LogP: 1.56790

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of enkephalin, N-cyclo-Leu(5)-

There total 13 articles about enkephalin, N-cyclo-Leu(5)- 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:

(3-{(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoylsulfanyl}-propionylamino)-acetic acid → cyclo-Leu-Enkephalin (75975-40-5)

Guidance literature:

With silver trifluoroacetate; In dimethyl sulfoxide; for 4h; pH = 5.5;

DOI:10.1016/S0040-4039(97)00935-0

Reference yield:

Boc-Tyr-OH*DCHA (16944-14-2,70642-87-4) → cyclo-Leu5-Enkephalin (75975-40-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / 1-hydroxybenzotriazole

2: 86 percent / 2N HCl / dioxane / 2 h

3: 1.) conc. HCl, 14percent NaNO₂; 2.) N-methylmorpholine / 1.) DMF, 1h, -15 degC; 2.) 30min, -15 degC; 4d, room temp.

4: 97 percent / N₂H₄*H₂O / methanol / 1.) 2h, 40 degC; 2.) 12h, room temp.

5: 1.) 2N HCl / 1.) dioxane, 2h; 2.) DMF

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; hydrazine hydrate; sodium nitrite; In 1,4-dioxane; methanol;

DOI:10.1002/jlac.198119811111

Reference yield:

leucine methyl ester hydrochloride (6322-53-8,5845-53-4,7517-19-3) → cyclo-Leu5-Enkephalin (75975-40-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 81 percent / 1-hydroxybenzotriazole

2: 2N HCl / dioxane / 2 h

3: 95 percent / 1-hydroxybenzotriazole, N-methylmorpholine

4: 98 percent / N₂H₄*H₂O / methanol / 1.) 2h, 40 degC; 2.) 12h, room temp.

5: 1.) conc. HCl, 14percent NaNO₂; 2.) N-methylmorpholine / 1.) DMF, 1h, -15 degC; 2.) 30min, -15 degC; 4d, room temp.

6: 97 percent / N₂H₄*H₂O / methanol / 1.) 2h, 40 degC; 2.) 12h, room temp.

7: 1.) 2N HCl / 1.) dioxane, 2h; 2.) DMF

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; hydrazine hydrate; sodium nitrite; In 1,4-dioxane; methanol;

DOI:10.1002/jlac.198119811111

upstream raw materials:

Boc-Gly-Phe-Leu-Tyr-Gly-N₂H₃

Boc-Tyr-OH*DCHA

leucine methyl ester hydrochloride

Boc-Tyr-Gly-OMe