D-Homocitrulline

Base Information

• Chemical Name: D-Homocitrulline
• CAS No.: 121080-96-4
• Molecular Formula: C₇H₁₅N₃O₃
• Molecular Weight: 189.214
• Hs Code.: 2924199090
• UNII: 837O9SMA7A
• DSSTox Substance ID: DTXSID80426461
• Wikidata: Q82239373
• Mol file: 121080-96-4.mol

Synonyms:D-HOMOCITRULLINE;121080-96-4;(R)-2-Amino-6-ureidohexanoic acid;(2R)-2-amino-6-(carbamoylamino)hexanoic acid;Homocitrulline, D-;N6-(Aminocarbonyl)-D-lysine;837O9SMA7A;D-Lysine, N6-(aminocarbonyl)-;(2R)-2-azaniumyl-6-(carbamoylamino)hexanoate;H-D-Homocit-OH;(R)-2-Amino-6-ureidohexanoicacid;UNII-837O9SMA7A;N-Epsilon-carbamoyl-D-lysine;SCHEMBL8871251;DTXSID80426461;D-Homo-citrulline (H-D-hCit-OH);MFCD00237406;AKOS016843065;AS-10227;(2R)-2-Ammonio-6-(carbamoylamino)hexanoate;A891964;J-004439

Chemical Property of D-Homocitrulline

Chemical Property:

• Boiling Point: 392.954 °C at 760 mmHg
• PKA: 2.53±0.25(Predicted)
• Flash Point: 191.452 °C
• PSA: 118.44000
• Density: 1.241 g/cm³
• LogP: 1.02840
• Storage Temp.: -15°C
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 189.11134135
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Homocitrulline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCNC(=O)N)CC(C(=O)O)N
• Isomeric SMILES: C(CCNC(=O)N)C[C@H](C(=O)O)N

Technology Process of D-Homocitrulline

There total 4 articles about D-Homocitrulline 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: 70.0%

L-Homocitrullinhydantoin (133906-53-3) → D-Homocitrullin (121080-96-4)

Guidance literature:

With sodium hydroxide; In water; Agrobacterium radiobacter;

Reference yield:

→ N-6-(aminocarbonyl)-L-lysine (1190-49-4,121080-96-4)

Guidance literature:

With copper (II) carbonate hydroxide; sodium hydroxide; anschliessend mit Kaliumcyanat;

DOI:10.1021/ja01629a114

Reference yield:

urea (57-13-6) → N-6-(aminocarbonyl)-L-lysine (1190-49-4,121080-96-4)

Guidance literature:

With water; at 105 ℃; Durch Zerlegung des Reaktionsprodukts mit H₂S;

upstream raw materials:

urea

L-Lysine hydrochloride

L-Homocitrullinhydantoin

Downstream raw materials:

pipecolinic acid

N^α-Benzyloxycarbonyl-L-homocitrullin

N^α-Benzyloxycarbonyl-L-homocitrullin-p-nitrophenylester

Refernces

• 1、 Drauz, Karlheinz,Kottenhahn, Matthias,Makryaleas, Kyriakos,Klenk, Herbert,Bernd, Michael. "Chemoenzymatische Synthesen von D-ω-Ureidoaminisaeuren". . p. 704 - 706. Retrieved 2007/10/02.