5-[[Amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

Base Information

• Chemical Name: 5-[[Amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
• CAS No.: 13836-37-8
• Molecular Formula: C18H28N4O6S
• Molecular Weight: 428.51
• Hs Code.: 2935 90 90
• NSC Number: 164058
• Mol file: 13836-37-8.mol

Synonyms:N(alpha)-boc-N(omega)-tosyl-L-arginine;MFCD00065557;(2S)-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;NSC164058;N(2)-tert-Butoxycarbonyl-N(G)-tosyl-L-arginine;Boc-L-Arg(Tos)-OH;ALPHA-PHENYL-CIS-CINNAMICACID;AKOS015960781;AKOS037643739;NSC-164058;Ornithine, N(2)-tert-butyl ester, L-;5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;AS-35000;SY032859;FT-0623150;FT-0658932;L-Ornithine,1-dimethylethoxy)carbonyl]-N5-[imino[[(4-methylphenyl)sulfonyl]amino]methyl]-;160347-92-2

Chemical Property of 5-[[Amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

Chemical Property:

• Appearance/Colour: White solid.
• Melting Point: ~90 °C (dec.)
• Refractive Index: 1.575
• PKA: 3.95±0.21(Predicted)
• PSA: 166.06000
• Density: 1.31 g/cm³
• LogP: 3.90900
• Storage Temp.: -15°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 428.17295580
• Heavy Atom Count: 29
• Complexity: 688

Purity/Quality:

MIN 98.0% ^*data from raw suppliers

Nalpha-(tert-Butoxycarbonyl)-Nomega-(p-toluenesulfonyl)-L-arginine >95.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OC(C)(C)C)N
• Uses: Boc-Arg(Tos)-OH, is an arginine derivative and a building block used in peptide chemistry.

Technology Process of 5-[[Amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

There total 5 articles about 5-[[Amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid 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: 100.0%

→ Boc-Arg(Tos)-OH (13836-37-8)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; for 10h; Heating;

DOI:10.1016/S0040-4020(98)00805-9

Reference yield: 89.0%

(S)-2-tert-Butoxycarbonylamino-5-({methylsulfanyl-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-pentanoic acid → Nα-Boc-NG-tosyl-L-arginine (13836-37-8)

Guidance literature:

With Celite; ammonia; silver nitrate; In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4039(99)00767-4

Reference yield:

→ Boc-Arg(Tos)-OH (13836-37-8)

Guidance literature:

upstream raw materials:

N-[bis(methylthio)methylene]-p-toluenesulfonamide

Downstream raw materials:

Boc-Arg(Tos)-OBzl

Ac-L-Phe-L-Arg-NH₂

Arg-Tyr(PO₃H₂)-Val-Phe

Boc-Asp(Bzl)-His-Val-Arg(Tos)-Thr(Bzl)-Lys(Z)-Gly-OH

Refernces

• 1、 Furlan, Ricardo L. E.,Mata, Ernesto G.,Mascaretti, Oreste A.,Pena, Clara,Coba, Marcelo P.. "Selective detachment of Boc-protected amino acids and peptides from Merrifield, PAM and Wang resins by trimethyltin hydroxide". . p. 13023 - 13034. Retrieved 2007/10/03.
• 2、 -. "HIV related peptides". . . Retrieved 2008/06/13.