Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester

Base Information

• Chemical Name: Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester
• CAS No.: 97347-28-9
• Molecular Formula: C₂₀H₃₈N₂O₆
• Molecular Weight: 402.532
• DSSTox Substance ID: DTXSID50447042
• Nikkaji Number: J3.043.323H
• Mol file: 97347-28-9.mol

Synonyms:97347-28-9;Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester;Tert-butyl (2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;N|A,N|A-Bis-boc-L-lysine tert-Butyl Ester;DTXSID50447042;UQLCKAUKONGSNZ-AWEZNQCLSA-N;AKOS030255215;N?,N?-Bis-boc-L-lysine tert-Butyl Ester;N alpha ,N epsilon -Bis-boc-L-lysine tert-Butyl Ester;tert-Butyl N~2~,N~6~-bis(tert-butoxycarbonyl)-L-lysinate

Chemical Property of Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester

Chemical Property:

• Vapor Pressure: 2.08E-10mmHg at 25°C
• Melting Point: 94-96掳C
• Refractive Index: 1.465
• Boiling Point: 507.2°C at 760 mmHg
• Flash Point: 260.5°C
• PSA: 102.96000
• Density: 1.039g/cm³
• LogP: 4.69820
• Solubility.: Chloroform, Methanol
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 402.27298694
• Heavy Atom Count: 28
• Complexity: 526

Purity/Quality:

98.5% ^*data from raw suppliers

Na, Ne-bis-Boc-L-lysine tert-Butyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CCCCNC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)[C@H](CCCCNC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C
• Uses: Nα,Nε-Bis-boc-L-lysine tert-Butyl Ester (cas# 97347-28-9) is a compound useful in organic synthesis.

Technology Process of Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester

There total 2 articles about Nalpha,Nepsilon-Bis-boc-L-lysine tert-Butyl Ester 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:

L-lysine (56-87-1,3506-25-0) + tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + di-tert-butyl dicarbonate (24424-99-5) → Boc-Lys(Boc)-Otert-Bu (97347-28-9)

Guidance literature:

With sodium hydroxide; boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1.) dioxane, H₂O, 2.) c-hexane, CH₂Cl₂;

DOI:10.1016/S0040-4039(98)01142-3

Reference yield:

L-Lysine hydrochloride (657-27-2,10098-89-2,26124-78-7) + tert-butyl S-4,6-dimethylpyrimid-2-ylthiocarbonate + tert-butyl alcohol (75-65-0) → Boc-Lys(Boc)-Otert-Bu (97347-28-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; Multistep reaction;

Reference yield: 86.0%

Boc-Lys(Boc)-Otert-Bu (97347-28-9) → Nα,Nca-diBoc-L-2-aminoadipamic acid tert-butyl ester (97347-40-5) + (S)-6-tert-Butoxycarbonylamino-piperidine-1,2-dicarboxylic acid di-tert-butyl ester

Guidance literature:

With ruthenium(IV) oxide; sodium bromate; In water; ethyl acetate; 5.5 h, 45 deg C, then 18 h, RT;

DOI:10.1016/S0040-4039(98)01142-3

upstream raw materials:

L-Lysine hydrochloride

tert-butyl alcohol

L-lysine

tert-Butyl 2,2,2-trichloroacetimidate

Downstream raw materials:

N^α,N^ca-diBoc-L-2-aminoadipamic acid tert-butyl ester

N-Boc-6-tert-butoxycarbonylaminopiperidine-2-carboxylic acid tert-butyl ester

(S)-2-amino-6-hydroxy-hexanoic acid methyl ester

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-hydroxy-(S)-norleucine methyl ester

Refernces

• 1、 Yoshifuji, Shigeyuki,Tanaka, Ken-ichi,Nitta, Yoshihiro. "Chemical Conversion of L-α,ο-Diamino Acids to L-ο-Carbamoyl-α-amino Acids by Ruthenium tetroxide Oxidation". . p. 2994 - 3001. Retrieved 2007/10/02.