(S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid

Base Information

• Chemical Name: (S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid
• CAS No.: 6692-89-3
• Molecular Formula: C14H19 N3 O5
• Molecular Weight: 309.322
• Hs Code.: 2924299090
• European Community (EC) Number: 229-736-2
• DSSTox Substance ID: DTXSID30217068
• Nikkaji Number: J298.068A
• Wikidata: Q83093468
• Mol file: 6692-89-3.mol

Synonyms:6692-89-3;(S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid;EINECS 229-736-2;(2S)-5-(carbamoylamino)-2-(phenylmethoxycarbonylamino)pentanoic acid;C14H19N3O5;N5-(Aminocarbonyl)-N2-((phenylmethoxy)carbonyl)-L-ornithine;N5-(aminocarbonyl)-N2-[(phenylmethoxy)carbonyl]-L-ornithine;benzyloxycarbonyl-citrulline;SCHEMBL9191297;(S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoicacid;DTXSID30217068;L-Ornithine, N5-(aminocarbonyl)-N2-[(phenylmethoxy)carbonyl]-;MFCD11519253;AS-49933;O10195;EN300-12578693;(S)-2-(((BenZyloxy)carbonyl)amino)-5-ureidopentanoic acid (CbZ-L-Cit-OH);(2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-5-(CARBAMOYLAMINO)PENTANOIC ACID

Chemical Property of (S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid

Chemical Property:

• Vapor Pressure: 8.17E-14mmHg at 25°C
• Boiling Point: 569.6°C at 760 mmHg
• Flash Point: 298.3°C
• PSA: 130.75000
• Density: 1.298g/cm³
• LogP: 2.29660
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 309.13247072
• Heavy Atom Count: 22
• Complexity: 383

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCCNC(=O)N)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CCCNC(=O)N)C(=O)O

Technology Process of (S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid

There total 5 articles about (S)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic 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%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + Citrulline (372-75-8) → Nα-benzyloxy-carbonyl-L-citrulline (6692-89-3,13594-52-0)

Guidance literature:

Citrulline; With sodium hydrogencarbonate; In water; at 20 ℃; for 1h;

N-(Benzyloxycarbonyloxy)succinimide; In 1,2-dimethoxyethane; water; at 20 ℃;

DOI:10.1016/j.tetlet.2018.08.021

Reference yield:

Citrulline (372-75-8) → Nα-benzyloxy-carbonyl-L-citrulline (6692-89-3,13594-52-0)

Guidance literature:

With sodium hydroxide; benzyl chloroformate; toluene;

Reference yield:

→ Nα-benzyloxy-carbonyl-L-citrulline (6692-89-3,13594-52-0)

Guidance literature:

Citrullin, Benzyloxycarbonylchlorid, wss. NaOH;

DOI:10.1021/ja00883a062

upstream raw materials:

Citrulline

N-(Benzyloxycarbonyloxy)succinimide

2-Amino-5-ureido-pentanoic acid

benzyl chloroformate

Downstream raw materials:

N-(N²-benzyloxycarbonyl-N⁵-carbamoyl-L-ornithyl)-L-glutamic acid dibenzyl ester

(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)hexanamide

α-(benzyloxycarbonyl)arginino>succinic acid trimethyl ester

Refernces

• 1、 Ranganathan,Rathi. "Urea cycle: Chemical simulation of arginine biosynthesis". . p. 2351 - 2354. Retrieved 2007/10/02.