6-[(2-Chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid

Base Information

• Chemical Name: 6-[(2-Chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
• CAS No.: 54613-99-9
• Deprecated CAS: 60242-83-3,62526-69-6,92086-68-5
• Molecular Formula: C19H27ClN2O6
• Molecular Weight: 414.886
• Hs Code.: 29242990
• Mol file: 54613-99-9.mol

Synonyms:6-[(2-chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;Boc-L-Lys(2-Cl-Z)-OH;Boc-D-Lys(2-chloro-Z)-OH;MFCD00038386;MFCD00065585;Boc-L-Lys(2Cl-Z)-OH;N6-((2-Chlorobenzyloxy)carbonyl)-N2-tert-butoxycarbonyl lysine;Boc-L-Lys(2-Cl-Cbz)-OH;L-Lysine, N6-(((2-chlorophenyl)methoxy)carbonyl)-N2-((1,1-dimethylethoxy)carbonyl)-;6-[[(2-chlorophenyl)methoxy-oxomethyl]amino]-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]hexanoic acid;AKOS015960785;N|A-Boc-N|A-(2-chloro-Z)-D-lysine;N6-(((2-Chlorophenyl)methoxy)carbonyl)-N2-((1,1-dimethylethoxy)carbonyl)-L-lysine;LISSAMINERHODAMINEBSULFONYLCHLORIDE;SY041400;SY065212;FT-0601983;FT-0656911;A831311;N-Boc-N inverted exclamation mark -(2-chloro-Cbz)-L-lysine;N-Boc-N inverted exclamation mark -[(2-chlorobenzyloxy)carbonyl]-D-lysine

Chemical Property of 6-[(2-Chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 1.19E-15mmHg at 25°C
• Melting Point: 70-73 °C
• Refractive Index: 1.531
• Boiling Point: 608.3 °C at 760 mmHg
• PKA: 3.99±0.21(Predicted)
• Flash Point: 321.7 °C
• PSA: 113.96000
• Density: 1.236 g/cm³
• LogP: 4.49620
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 414.1557643
• Heavy Atom Count: 28
• Complexity: 523

Purity/Quality:

99% ^*data from raw suppliers

Boc-Lys(2-Cl-Z)-OH (cryst) Novabiochem? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCNC(=O)OCC1=CC=CC=C1Cl)C(=O)O
• Uses: The 2-Cl-Z protection is about 50 times more stable than the Z-group

Technology Process of 6-[(2-Chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid

There total 4 articles about 6-[(2-Chlorophenyl)methoxycarbonylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]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:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + Nε-(2-Chlorophenylmethoxycarbonyl)-(S)-lysine (42390-97-6,201014-19-9) → Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 40 ℃;

Reference yield:

2-Chlorobenzyl alcohol (17849-38-6) → Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 60 h / Ambient temperature

3: 6M NaOH / dioxane / 40 °C

With sodium hydroxide; In 1,4-dioxane; benzene;

Reference yield:

2-chlorobenzyl chloroformate (39545-31-8) → Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 6M NaOH / dioxane / 40 °C

With sodium hydroxide; In 1,4-dioxane;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N^ε-(2-Chlorophenylmethoxycarbonyl)-(S)-lysine

2-Chlorobenzyl alcohol

2-chlorobenzyl chloroformate

Downstream raw materials:

N^α-Boc-N^ε-(2-Cl-Cbz)-L-lysine N-hydroxysuccinimide ester

methyl [N^α-(tert-butoxycarbonyl)-Nε-(2-chlorobenzylcarbonyl)-L-lysyl]-L-serinate

Boc-Lys(ClZ)-Ala-Tfeg-Ala-OTce

(S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one

Refernces

• 1、 -. "Fatty acid analogs and prodrugs". . . Retrieved 2008/06/13.
• 2、 -. "Peptides related to somatostatin". . . Retrieved 2008/06/13.