2-Amino-6-(prop-2-enoxycarbonylamino)hexanoic acid

Base Information

• Chemical Name: 2-Amino-6-(prop-2-enoxycarbonylamino)hexanoic acid
• CAS No.: 6298-03-9
• Molecular Formula: C10H18 N2 O4
• Molecular Weight: 230.264
• Hs Code.: 2924199090
• NSC Number: 45852
• Mol file: 6298-03-9.mol

Synonyms:NSC45852;(S)-6-(((Allyloxy)carbonyl)amino)-2-aminohexanoic acid;2-amino-6-(prop-2-enoxycarbonylamino)hexanoic acid;SCHEMBL9966613;NSC-45852;FT-0698710

Chemical Property of 2-Amino-6-(prop-2-enoxycarbonylamino)hexanoic acid

Chemical Property:

• Vapor Pressure: 4.8E-08mmHg at 25°C
• Boiling Point: 414.9°C at 760 mmHg
• PKA: 2.53±0.24(Predicted)
• Flash Point: 204.7°C
• PSA: 101.65000
• Density: 1.153g/cm³
• LogP: 1.57200
• Storage Temp.: Store at RT.
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 230.12665706
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

98.0% ^*data from raw suppliers

Ne-Allyloxycarbonyl-L-lysine ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)NCCCCC(C(=O)O)N

Technology Process of 2-Amino-6-(prop-2-enoxycarbonylamino)hexanoic acid

There total 5 articles about 2-Amino-6-(prop-2-enoxycarbonylamino)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: 100.0%

Citrulline (372-75-8) + Allyl chloroformate (2937-50-0) → (2S)-2-amino-6-{[(prop-2-en-1-yloxy)carbonyl]amino}hexanoic acid (6298-03-9,274260-42-3)

Guidance literature:

Citrulline; With copper (II) carbonate hydroxide; In water; for 0.5h; Reflux;

Allyl chloroformate; With sodium carbonate; In water; at 0 - 20 ℃; for 12h; pH=9;

With thioacetamide; In water; at 50 ℃; for 3h; Temperature; Time;

Reference yield: 61.0%

L-lysine (56-87-1,3506-25-0) + Allyl chloroformate (2937-50-0) → (2S)-2-amino-6-{[(prop-2-en-1-yloxy)carbonyl]amino}hexanoic acid (6298-03-9,274260-42-3)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1021/ml100287y

Reference yield:

→ (2S)-2-amino-6-{[(prop-2-en-1-yloxy)carbonyl]amino}hexanoic acid (6298-03-9,274260-42-3)

Guidance literature:

With water; copper(II) oxide; anschliessend Behandeln mit Chloroklohlensaeure-allylester und wss. NaOH;

DOI:10.1021/ja01158a020

upstream raw materials:

N^α-(tert-butoxycarbonyl)-N^ε-(allyloxycarbonyl)-L-lysine

L-lysine

Allyl chloroformate

Citrulline

Downstream raw materials:

N-Cbz-Phe-Lys(ε-Alloc)OH

Benzyloxycarbonyl-L-phenylalanyl-L-lysyl-PABC-deacetylcolchicine

Benzyloxycarbonyl-L-phenylalanyl-L-lysyl-PABC-4-fluorodeacetylcolchicine

C₅₅H₆₀FN₅O₁₃

Refernces

• 1、 Yasobu, Naoko,Kitajima, Mariko,Kogure, Noriyuki,Shishido, Yoshiyuki,Matsuzaki, Takeshi,Nagaoka, Masato,Takayama, Hiromitsu. "Design, synthesis, and antitumor activity of 4-halocolchicines and their pro-drugs activated by cathepsin B". scheme or table. p. 348 - 352. Retrieved 2011/07/09.