(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid

Base Information

• Chemical Name: (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
• CAS No.: 31202-69-4
• Molecular Formula: C11H22 N2 O4
• Molecular Weight: 246.307
• Hs Code.: 29224999
• DSSTox Substance ID: DTXSID30427024
• Nikkaji Number: J1.779.551A
• Mol file: 31202-69-4.mol

Synonyms:31202-69-4;H-D-Lys(Boc)-OH;(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid;N-epsilon-Boc-D-lysine;D-Lysine, N6-[(1,1-dimethylethoxy)carbonyl]-;n6-(tert-butoxycarbonyl)-d-lysine;(2R)-2-amino-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;(2R)-2-azaniumyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;MFCD00076958;SCHEMBL3603914;DTXSID30427024;AKOS016843200;AM81961;DS-15115;CS-0186125;EN300-1589420;Q-101585;(R)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid;(R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoicacid;N-epsilon-t-Butyloxycarbonyl-D-lysine (H-D-Lys(Boc)-OH);(2R)-2-amino-6-{[(tert-butoxy)carbonyl]amino}hexanoic acid

Chemical Property of (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid

Chemical Property:

• Vapor Pressure: 5.65E-08mmHg at 25°C
• Boiling Point: 412.9oC at 760 mmHg
• PKA: 2.53±0.24(Predicted)
• Flash Point: 203.5oC
• PSA: 101.65000
• Density: 1.113g/cm3
• LogP: 2.18450
• Storage Temp.: Store at RT.
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 246.15795719
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

Nε-Boc-D-lysine ^*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)O)N
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@H](C(=O)O)N
• Uses: Nε-Boc-D-lysine is an N-Boc-protected form of D-Lysine (L468930). D-Lysine is the unnatural isomer of L-Lysine (L468895) that has the ability to reduce non-enzymatic glycation in vitro. D-Lysine also exists as polypeptide chains of poly-D-lysine, a nonspecific adhesion-promoting molecule that has the potential to be a polymeric drug carrier.

Technology Process of (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid

There total 1 articles about (R)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic 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:

tert-butyl fluoroformate (18595-34-1) + D-lysine hydrochloride (7274-88-6,26124-78-7) → Nε-(tert-butoxycarbonyl)-D-lysine (31202-69-4)

Guidance literature:

Multistep reaction; (i) CuCO₃*Cu(OH)2, (ii) aq. NaOH, NaHCO₃, dioxane;

Reference yield: 97.0%

Nε-(tert-butoxycarbonyl)-D-lysine (31202-69-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-D-Lys(BOC)-OH (92122-45-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1002/cmdc.201500014

Reference yield: 95.0%

Nε-(tert-butoxycarbonyl)-D-lysine (31202-69-4) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → C17H25N3O6 (1132769-55-1)

Guidance literature:

With potassium carbonate; In ethanol; water; at 100 ℃; for 16h; sealed tube;

DOI:10.1016/j.bmcl.2008.12.045

upstream raw materials:

tert-butyl fluoroformate

D-lysine hydrochloride

Downstream raw materials:

methyl (2R)-2-[[(benzyloxy)carbonyl]amino]-6-[[(tert-butoxy)carbonyl]amino]hexanoate

Fmoc-D-Lys(BOC)-OH

C₁₇H₂₅N₃O₆