Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃

Base Information

• Chemical Name: Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃
• CAS No.: 120059-53-2
• Molecular Formula: C₅₈H₇₃N₇O₁₃
• Molecular Weight: 1076.26
• Mol file: 120059-53-2.mol

Synonyms:Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃

Chemical Property of Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃

There total 1 articles about Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH₃ 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: 79.0%

N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid (35793-73-8) + H-Tyr-Nle-D-Lys(Z)-Trp-OCH3*TFA (107326-82-9) → Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH3 (120059-53-2)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) chilling, 1 h, 2.) r.t., overnight;

DOI:10.1021/jm00126a007

Reference yield: 94.0%

Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH3 (120059-53-2) → Boc-D-Glu-Tyr-Nle-D-Lys-Trp-OCH3 (120085-37-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1021/jm00126a007

Reference yield:

Boc-D-Glu(OBzl)-Tyr-Nle-D-Lys(Z)-Trp-OCH3 (120059-53-2) → (S)-2-{[(2S,5S,8R,17R)-17-tert-Butoxycarbonylamino-5-butyl-2-(4-hydroxy-benzyl)-3,6,14,18-tetraoxo-1,4,7,13-tetraaza-cyclooctadecane-8-carbonyl]-amino}-3-(1H-indol-3-yl)-propionic acid (120059-54-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / 10 percent Pd/C / methanol / 3 h

2: 42 percent / Et₃N, diphenyl phosphorazidate / dimethylformamide / pH 7 to 7.5; 1.) -25 deg C, 48 h, 2.) 4 deg C, 48 h

3: 75 percent / 1 N NaOH / methanol / 1.) 0 deg C, 2 h, 2.) r.t., 24 h

With sodium hydroxide; diphenyl phosphoryl azide; hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00126a007

upstream raw materials:

N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid

H-Tyr-Nle-D-Lys(Z)-Trp-OCH₃*TFA

Downstream raw materials:

Boc-D-Glu-Tyr-Nle-D-Lys-Trp-OCH₃

(S)-2-{[(2S,5S,8R,17R)-17-tert-Butoxycarbonylamino-5-butyl-2-(4-hydroxy-benzyl)-3,6,14,18-tetraoxo-1,4,7,13-tetraaza-cyclooctadecane-8-carbonyl]-amino}-3-(1H-indol-3-yl)-propionic acid

(S)-2-{[(2S,5S,8R,17R)-17-tert-Butoxycarbonylamino-5-butyl-2-(4-hydroxy-benzyl)-3,6,14,18-tetraoxo-1,4,7,13-tetraaza-cyclooctadecane-8-carbonyl]-amino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Refernces