[Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25)

Base Information

• Chemical Name: [Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25)
• CAS No.: 1314096-80-4
• Molecular Formula: C₉₃H₁₃₂N₂₆O₂₆S₂
• Molecular Weight: 2094.36
• Mol file: 1314096-80-4.mol

Synonyms:[Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25)

Chemical Property of [Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25)

There total 2 articles about [Cys(N-methyl-phenacyloxycarbamidomethyl)⁽¹⁹⁾,Lys(N₃)⁽²⁰⁾]GBP(11-25) 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: 35.0%

6-azido-2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}hexanoic acid (159610-89-6) + Nα-Fmoc-S-(N-methyl-phenacyloxycarbamidomethyl)cysteine (1314096-75-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + C40H35N2O5Pol + Fmoc-Pro-OH (71989-31-6) + N-Fmoc L-Phe (35661-40-6) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → YMRTPDGRCK(N3)PTFYQ-OH (1314096-82-6) + [Cys(N-methyl-phenacyloxycarbamidomethyl)(19),Lys(N3)(20)]GBP(11-25) (1314096-80-4)

Guidance literature:

C₄₀H₃₅N₂O₅Pol; With piperidine; In 1-methyl-pyrrolidin-2-one; for 0.333333h; Fmoc-Gln(Trt)-Wang(CLEAR) resin

Fmoc-Tyr(tBu)-OH; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1-methyl-pyrrolidin-2-one; at 20 - 50 ℃; for 1.5h; Fmoc-Gln(Trt)-Wang(CLEAR) resin

6-azido-2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}hexanoic acid; Nα-Fmoc-S-(N-methyl-phenacyloxycarbamidomethyl)cysteine; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Pro-OH; N-Fmoc L-Phe; Fmoc-(tBu)Asp-OH; Fmoc-Thr(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1016/j.tetlet.2016.12.081

Reference yield: 8.9%

N(α)-Fmoc-N(δ)-trityl-L-glutamine 4-benzyloxybenzyl ester Wang resin-bound + Nα-Fmoc-S-(N-methyl-phenacyloxycarbamidomethyl)cysteine (1314096-75-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Pro-OH (71989-31-6) + N-Fmoc L-Phe (35661-40-6) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → [Cys(N-methyl-phenacyloxycarbamidomethyl)(19),Lys(N3)(20)]GBP(11-25) (1314096-80-4)

Guidance literature:

N(α)-Fmoc-N(δ)-trityl-L-glutamine 4-benzyloxybenzyl ester Wang resin-bound; With piperidine; In 1-methyl-pyrrolidin-2-one; solid phase reaction;

Fmoc-Tyr(tBu)-OH; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1-methyl-pyrrolidin-2-one; solid phase reaction;

Nα-Fmoc-S-(N-methyl-phenacyloxycarbamidomethyl)cysteine; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Pro-OH; N-Fmoc L-Phe; Fmoc-(tBu)Asp-OH; Fmoc-Thr(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1039/c1ob05253e

Reference yield:

[Cys(N-methyl-phenacyloxycarbamidomethyl)(19),Lys(N3)(20)]GBP(11-25) (1314096-80-4) → YMRTPDGRCK(N3)PTFYQ-OH (1314096-82-6)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In water; at 50 ℃; for 1h;

DOI:10.1039/c1ob05253e

upstream raw materials:

Nα-Fmoc-S-(N-methyl-phenacyloxycarbamidomethyl)cysteine

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Pro-OH

N-Fmoc L-Phe

Downstream raw materials:

YMRTPDGRCKPTFYQ-OH

YMRTPDGRCK(N₃)PTFYQ-OH

YMRTPDGRC(N-methyl-phenacyloxycarbamidomethyl)KPTFYQ-OH