Boc-Lys(Z)-OH

Base Information

• Chemical Name: Boc-Lys(Z)-OH
• CAS No.: 2389-45-9
• Molecular Formula: C19H28N2O6
• Molecular Weight: 380.441
• Hs Code.: 2924 29 70
• European Community (EC) Number: 219-221-0
• DSSTox Substance ID: DTXSID50883840
• Nikkaji Number: J216.030G
• Wikidata: Q72448847
• Mol file: 2389-45-9.mol

Synonyms:Boc-Lys(Z)-OH;2389-45-9;Boc-L-Lys(Z)-OH;BOC-LYS(CBZ)-OH;n-boc-n'-cbz-l-lysine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoic acid;(Carbobenzoxyl)(carbo-tert-butoxyl)lysine;(S)-6-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid;Nalpha-Boc-Nepsilon-Cbz-L-lysine;N2-tert-Butoxycarbonyl-N6-benzyloxycarbonyl lysine;MFCD00065584;(S)-6-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid;L-Lysine, N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-;EINECS 219-221-0;L-Lysine, N2-((1,1-dimethylethoxy)carbonyl)-N6-((phenylmethoxy)carbonyl)-;N2-((1,1-Dimethylethoxy)carbonyl)-N6-((phenylmethoxy)carbonyl-L-lysine;NSC 334368;BocLys(Z)OH;Boc-L-Lys(Z)OH;Boc-Lys(Z) -OH;BOC-L-Lys(Z);BOC-L-LYS(CBZ)-OH;SCHEMBL2334319;N-ALPHA-BOC-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE;DTXSID50883840;N2-BOC-N6-CBZ-L-LYSINE;N2-[(1,1-DIMETHYLETHOXY)CARBONYL]-N6-[(PHENYLMETHOXY)CARBONYL]-L-LYSINE;C19H28N2O6;N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysine;Nalpha -Boc-Nepsilon -Cbz-L-lysine;AKOS015889903;AKOS015924130;CS-W011765;HY-W011049;(2S)-6-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]hexanoic acid;DS-15094;PD196784;B1632;EN300-176522;F10788;A816968;J-300175;Q-101710;n6-[(benzyloxy)carbonyl]-n2-(tert-butoxycarbonyl)lysine;tert.butyloxycarbonyl-Nepsilon -benzyloxycarbonyl-lysine;Nalpha -tert-butoxycarbonyl-Nepsilon -carbobenzoxy-L-lysine;Nalpha-(tert-Butoxycarbonyl)-Nepsilon-carbobenzoxy-L-lysine;(S)-N6-(benzyloxycarbonyl)-N2-(tert-butyloxycarbonyl)-lysine;Nalpha -tert.butoxycarbonyl-Nepsilon -benzyloxycarbonyl-L-lysine;Nalpha-tert-butyloxycarbonyl-Nepsilon-benzyloxycarbonyl-L-lysine;(2S)-6-benzyloxycarbonylamino-2-t-butoxycarbonylaminohexanoic acid;Nepsilon -benzyloxycarbonyl-Nalpha -(tert-butoxycarbonyl)-L-lysine;(2S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylaminohexanoic acid;Lysine, N(2),N(6)-dicarboxy-, N(6)-benzyl N(2)-tert-butyl ester, L-;N-ALPHA-T-BUTYLOXYCARBONYL-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE;(2S)-6-(BENZYLOXYCARBONYLAMINO)-2-(TERT-BUTOXYCARBONYLAMINO)HEXANOIC ACID;(2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid;L-Lysine, N(2)-[(1,1-dimethylethoxy)carbonyl]-N(6)-[(phenylmethoxy)carbonyl]-;(2S)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-6-(phenylmethoxycarbonylamino)hexanoic acid

Chemical Property of Boc-Lys(Z)-OH

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.26E-14mmHg at 25°C
• Melting Point: 75.0 to 79.0 °C
• Refractive Index: -8 ° (C=2.5, AcOH)
• Boiling Point: 587 °C at 760 mmHg
• PKA: 3.99±0.21(Predicted)
• Flash Point: 308.8 °C
• PSA: 120.94000
• Density: 1.176 g/cm³
• LogP: 3.46980
• Storage Temp.: −20°C
• Solubility.: almost transparency in Acetic acid
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 380.19473662
• Heavy Atom Count: 27
• Complexity: 483

Purity/Quality:

99% ^*data from raw suppliers

Boc-Lys(Z)-OHN-Phenylmethoxycarbonyl ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCNC(=O)OCC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCC1=CC=CC=C1)C(=O)O
• Uses: Boc-Lys(Z)-OH, is used in the synthesis of Isodesmosine Chloride (I815050), which is a component of elastin.

Technology Process of Boc-Lys(Z)-OH

There total 21 articles about Boc-Lys(Z)-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: 99.3%

di-tert-butyl dicarbonate (24424-99-5) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Boc-Lys(Z)-OH (2389-45-9)

Guidance literature:

Reference yield: 92.0%

N-(tert-butyloxycarbonyl) azide (1070-19-5) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Boc-Lys(Z)-OH (2389-45-9)

Guidance literature:

With triethylamine;

Reference yield: 91.9%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + Boc-Lys-OH (13734-28-6) → Boc-Lys(Z)-OH (2389-45-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 30 ℃; for 16h;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

N₆-[(benzyloxy)carbonyl]-L-lysine

Nε-carbobenzoxy-L-lysine hydrochloride

Downstream raw materials:

Boc-L-Lys(Z)-OMe

Boc-L-Lys(Z)-CH₂Cl

Nα-t-butoxycarbonyl-Nε-benzyloxycarbonyl-L-lysine 4-picolyl ester

[(S)-5-tert-Butoxycarbonylamino-6-(3,4-dihydro-2H-quinolin-1-yl)-6-oxo-hexyl]-carbamic acid benzyl ester

Refernces

• 1、 Coenye, Tom,De Winter, Julien,Diaconu, Andrei,Fransolet, Maude,Gillon, Emilie,Imberty, Anne,Jimmidi, Ravikumar,Michiels, Carine,Mohy El Dine, Tharwat,Vincent, Stéphane P.. "Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as Pseudomonas aeruginosa Antibiofilm Agents". supporting information. p. 14728 - 14744. Retrieved 2021/10/12.
• 2、 -. "IMMUNOSTIMULATING AGENT". Paragraph 1458-1460. . Retrieved 2018/11/21.