Boc-Lys(Boc)-OSu

Base Information

• Chemical Name: Boc-Lys(Boc)-OSu
• CAS No.: 30189-36-7
• Molecular Formula: C20H33 N3 O8
• Molecular Weight: 443.497
• Hs Code.: 29224190
• European Community (EC) Number: 815-108-0
• DSSTox Substance ID: DTXSID70551690
• Wikidata: Q72463728
• Mol file: 30189-36-7.mol

Synonyms:Boc-Lys(Boc)-OSu;30189-36-7;(S)-2,5-Dioxopyrrolidin-1-yl 2,6-bis((tert-butoxycarbonyl)amino)hexanoate;(2,5-dioxopyrrolidin-1-yl) (2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;n,n'-di-boc-l-lysine hydroxysuccinimide ester;Carbamic acid,[(1S)-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-1,5-pentanediyl]bis-,bis(1,1-dimethylethyl) ester;MFCD00057898;SCHEMBL3754005;DTXSID70551690;AKOS015924124;AKOS015950988;CS-W011597;DS-17495;N-Boc-N6-Boc-L-lysine succinimido ester;F10836;J-017821;(S)-2,5-dioxopyrrolidin-1-yl 2,6-bis(tert-butoxycarbonylamino)hexanoate;2,5-Dioxopyrrolidin-1-yl N~2~,N~6~-bis(tert-butoxycarbonyl)-L-lysinate;2,5-Dioxopyrrolidin-1-yl (2S)-2,6-Bis(tert-butoxycarbonylamino)hexanoate (N,N'-Bis(tert-butoxycarbonyl)-L-lysine N-Succinimidyl Ester)

Chemical Property of Boc-Lys(Boc)-OSu

Chemical Property:

• Melting Point: 184℃
• PKA: 10.76±0.46(Predicted)
• PSA: 140.34000
• Density: 1.21g/cm3
• LogP: 2.90160
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), DMF (Slightly), DMSO (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 443.22676502
• Heavy Atom Count: 31
• Complexity: 678

Purity/Quality:

min 98.0% ^*data from raw suppliers

Boc-Lys(Boc)-OSu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Uses: Nalpha, Nepsilon-Di-Boc-L-lysine N-succinimidyl ester is used as a local anesthetic.

Technology Process of Boc-Lys(Boc)-OSu

There total 7 articles about Boc-Lys(Boc)-OSu 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%

di(succinimido) carbonate (74124-79-1) + Boc-Lys(Boc)-OH (2483-46-7) → N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester (30189-36-7)

Guidance literature:

With pyridine;

Reference yield: 100.0%

Boc-Lys(Boc)-OH (2483-46-7) + N-hydroxysuccinimido diphenyl phosphate (75513-55-2) → N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester (30189-36-7)

Guidance literature:

With pyridine;

Reference yield: 99.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Boc-Lys(Boc)-OH (2483-46-7) → N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester (30189-36-7)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja204422r

upstream raw materials:

di(succinimido) carbonate

Boc-Lys(Boc)-OH

N-hydroxysuccinimido diphenyl phosphate

1-hydroxy-pyrrolidine-2,5-dione

Downstream raw materials:

Boc-(Lys(Boc))10-4-(hydroxymethyl)benzyl 3β-cholestanyl succinate

tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate

C₆₁H₁₀₈N₁₀O₁₃S

C₆₁H₁₀₆I₂N₁₀O₁₃S

Refernces

• 1、 Sebyakin,Budanova. "PH-sensitive cationic lipopeptides for the design of drug-delivery systems". . p. 407 - 412. Retrieved 2006.
• 2、 Shimonishi. "". . p. 3251,3253. Retrieved 1970.
• 3、 Bhardwaj, Ishanki,Jha, Divya,Admane, Prasad,Panda, Amulya K.,Haridas. "Self-assembling tryptophan-based designer peptides as intracellular delivery vehicles". supporting information. p. 672 - 676. Retrieved 2016/01/09.