Boc-Arg(Pbf)-OH

Base Information

• Chemical Name: Boc-Arg(Pbf)-OH
• CAS No.: 200124-22-7
• Molecular Formula: C24H38 N4 O7 S
• Molecular Weight: 526.654
• Hs Code.: 29350090
• DSSTox Substance ID: DTXSID70462873
• Mol file: 200124-22-7.mol

Synonyms:Boc-Arg(Pbf)-OH;200124-22-7;(2S)-5-[[amino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-5-(3-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)guanidino)pentanoic acid;MFCD00236821;Boc-Arg(Pdf)-OH;Boc-Arg(Pbf)-0H;SCHEMBL2561140;SCHEMBL15407157;DTXSID70462873;CVFXPOKENLGCID-KRWDZBQOSA-N;AKOS015909403;AC-8606;CS-W008389;HY-W008389;AS-15086;Boc-Arg(Pbf)-OH, >=98.0% (TLC);I10278;M06168;A814163;J-012940;(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-{N'-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid;N-alpha-(t-Butyloxycarbonyl)-N'-2,2,4,6,7-pentamethyldihydrobenZofuran-5-sulfonyl-L-arginine;95%(Boc-L-Arg(Pbf)-OH);N2-(tert-Butoxycarbonyl)-Nw-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-arginine

Chemical Property of Boc-Arg(Pbf)-OH

Chemical Property:

• Appearance/Colour: White powder
• PKA: 3.94±0.21(Predicted)
• PSA: 175.29000
• Density: 1.31g/cm3
• LogP: 5.23930
• Storage Temp.: -15°C
• Water Solubility.: Soluble in water or 1% acetic acid
• XLogP3: 3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 526.24612074
• Heavy Atom Count: 36
• Complexity: 939

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-Arg(Pbf)-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OC(C)(C)C)N)C
• Isomeric SMILES: CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)NC(=NCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C)N)C
• Uses: Nalpha-Boc-Nμ-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan-5-sulfonyl)-L-arginine is used as a triflating reagent. Boc-Arg(Pbf)-OH is a protected form of L-arginine (A769505) used in the synthetic preparation of peptides, such as autophagosomal marker lipoprotein LC3-II. Boc-Arg(Pbf)-OH has also been used as a building block in the synthesis of anticancer amphipathic peptide-dendronized compounds.

Technology Process of Boc-Arg(Pbf)-OH

There total 2 articles about Boc-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:

di-tert-butyl dicarbonate (24424-99-5) + C19H30N4O5S (200115-86-2) → Boc-Arg-(Pbf)-OH (200124-22-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 19h;

Reference yield:

Nα-Fmoc-Arg(Ng-Pbf)-OH → Boc-Arg-(Pbf)-OH (200124-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide / 1,4-dioxane / 2.5 h

2: sodium hydroxide / water; 1,4-dioxane / 19 h

With water; sodium hydroxide; lithium hydroxide; In 1,4-dioxane; water;

Reference yield:

Boc-Arg-(Pbf)-OH (200124-22-7) + 2-(aminoethyl)methylcarbamic acid benzyl ester hydrochloride (162576-01-4) → {2-[boc-Arg(Pbf)]-aminoethyl}methylcarbamic acid benzyl ester (1048360-18-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1.33333h; Cooling with ice;

upstream raw materials:

di-tert-butyl dicarbonate

C₁₉H₃₀N₄O₅S

Downstream raw materials:

{2-[boc-Arg(Pbf)]-aminoethyl}methylcarbamic acid benzyl ester

4-[(S)-5-({amino-[(E)-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-sulfonylimino]-methyl}amino)-2-(2,4,6-triisopropyl-benzenesulfonylamino)-pentanoyl]-piperazine-1-carboxylic acid ethyl ester

(S)-ethyl 4-(5-guanidino-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperazine-1-carboxylate hydrochloride

(S,E)-ethyl 1-(5-(2-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperidine-4-carboxylate

Refernces