Fmoc-D-Arg(Pbf)-OH

Base Information

• Chemical Name: Fmoc-D-Arg(Pbf)-OH
• CAS No.: 187618-60-6
• Molecular Formula: C₃₄H₄₀N₄O₇S
• Molecular Weight: 648.78
• Hs Code.: 29350090
• Mol file: 187618-60-6.mol

Synonyms:N'-[(2,3-Dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-arginine;

Chemical Property of Fmoc-D-Arg(Pbf)-OH

Chemical Property:

• Appearance/Colour: White to off-white powder
• Melting Point: 94 to 98oC
• Refractive Index: 1.581
• PKA: 3.83±0.21(Predicted)
• PSA: 175.29000
• Density: 1.37 g/cm³
• LogP: 7.25330
• Storage Temp.: 2-8°C

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

Fmoc-D-Arg(pbf)-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of Fmoc-D-Arg(Pbf)-OH

There total 4 articles about Fmoc-D-Arg(Pbf)-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: 82.0%

Fmoc-L-Arg(Pbf)-OAll → Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6)

Guidance literature:

With [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride; phenylsilane; In tetrahydrofuran; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0034-1378379

Reference yield:

Fmoc-Arg(Pbf)-OBt → benzotriazol-1-ol (2592-95-2) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6)

Guidance literature:

With water; for 3h; Kinetics;

DOI:10.1039/c9ra06124j

Reference yield:

C19H30N4O5S + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-(rac)-Arg(Pbf)-OH (187618-60-6)

Guidance literature:

C₁₉H₃₀N₄O₅S; With sodium carbonate; In tetrahydrofuran; water; pH=8.5; Autoclave;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; at 15 - 20 ℃; for 6h; pH=8 - 9;

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Refernces

• 1、 -. "Synthesis method of Fmoc-Arg(Pbf)-OH". Paragraph 0071; 0094-0096; 0097-0099. . Retrieved 2017/08/31.
• 2、 Siciliano, Carlo,De Marco, Rosaria,Guidi, Ludovica Evelin,Spinella, Mariagiovanna,Liguori, Angelo. "A one-pot procedure for the preparation of N-9-fluorenylmethyloxycarbonyl- α-amino diazoketones from α-amino acids". . p. 10575 - 10582. Retrieved 2013/02/22.