Boc-Lys-OH

Base Information

• Chemical Name: Boc-Lys-OH
• CAS No.: 106719-44-2
• Molecular Formula: C11H22N2O4
• Molecular Weight: 246.307
• Hs Code.: 29241990
• European Community (EC) Number: 237-303-4
• DSSTox Substance ID: DTXSID10910101
• Nikkaji Number: J278.020H
• Wikidata: Q72510255
• ChEMBL ID: CHEMBL1222333
• Mol file: 106719-44-2.mol

Synonyms:Boc-lysine;epsilon-tert-butyloxycarbonyl-lysine;epsilon-tert-butyloxycarbonyl-lysine, (D)-isomer

Chemical Property of Boc-Lys-OH

Chemical Property:

• Vapor Pressure: 6.91E-08mmHg at 25°C
• Melting Point: 198 °C
• Refractive Index: -22 ° (C=2, MeOH)
• Boiling Point: 410.5 °C at 760 mmHg
• PKA: 3.92±0.21(Predicted)
• Flash Point: 202 °C
• PSA: 101.65000
• Density: 1.113 g/cm³
• LogP: 2.18450
• Storage Temp.: 2-8°C
• 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% ^*data from raw suppliers

Na-Boc-D-lysine 98+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 4-7-28-35-44

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCN)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCN)C(=O)O
• Uses: Nα-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 Boc-Lys-OH

There total 6 articles about Boc-Lys-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:

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid (55878-47-2) → Boc-D-Lys-OH (106719-44-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 24h; under 2585.7 Torr;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → Boc-D-Lys-OH (106719-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature

2: H₂ / 5percent Pd/C / methanol; H₂O / 24 h / 2585.7 Torr

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water; tert-butyl alcohol;

Reference yield:

(R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid (34404-32-5,1155-64-2,32302-83-3,57705-97-2,67178-46-5,25931-47-9) → Boc-D-Lys-OH (106719-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature

2: H₂ / 5percent Pd/C / methanol; H₂O / 24 h / 2585.7 Torr

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water; tert-butyl alcohol;

upstream raw materials:

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid

di-tert-butyl dicarbonate

(R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid

D-lysine hydrochloride

Downstream raw materials:

N^α-tert-butyloxycarbonyl-N^ε-nicotinoyl-D-lysine

3(R)--2-oxoperhydroazepine

(2R)-2-(tert-butoxycarbonylamino)-6-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid

(R)-2,6-Diamino-hexanoic acid (1-tridecanoyl-piperidin-2-ylmethyl)-amide; hydrochloride

Refernces

• 1、 Acosta, C. Kirk,Bahr, Martin L.,Burdett, James E.,Cessac, James W.,Martinez, Rudy A.,et al.. "Synthesis of Unnatural Amino Acids". . p. 914 - 934. Retrieved 2007/10/02.