Boc-Cit-OH

Base Information

• Chemical Name: Boc-Cit-OH
• CAS No.: 45234-13-7
• Molecular Formula: C11H21N3O5
• Molecular Weight: 275.305
• Hs Code.: 2924199090
• European Community (EC) Number: 625-672-8
• DSSTox Substance ID: DTXSID20427356
• Wikidata: Q72448938
• Mol file: 45234-13-7.mol

Synonyms:Boc-Cit-OH;45234-13-7;(S)-2-((tert-Butoxycarbonyl)amino)-5-ureidopentanoic acid;Boc-L-citrulline;(2S)-5-(carbamoylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;L-Ornithine, N5-(aminocarbonyl)-N2-[(1,1-dimethylethoxy)carbonyl]-;Boc-L-Cit-OH;Boc-Orn(carbamoyl)-OH;boc-citrulline;Boc-Cit;SCHEMBL16862524;(S)-2-((tert-Butoxycarbonyl)amino)-5-ureidopentanoicacid;DTXSID20427356;CMJCWQISQGNHHI-ZETCQYMHSA-N;AMY22131;MFCD00080271;(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid;AKOS015836442;Boc-Cit-OH, technical, >=84% (T);AS-49936;CS-0059158;O10199;EN300-6476848;(S)-2-(tert-butoxycarbonylamino)-5-ureidopentanoic acid

Chemical Property of Boc-Cit-OH

Chemical Property:

• Vapor Pressure: 1.17E-10mmHg at 25°C
• Melting Point: ~60 °C
• Refractive Index: 1.502
• Boiling Point: 483 °C at 760 mmHg
• PKA: 3.95±0.21(Predicted)
• Flash Point: 245.9 °C
• PSA: 130.75000
• Density: 1.212 g/cm³
• LogP: 1.89490
• Storage Temp.: 2-8°C
• Solubility.: DMSO
• XLogP3: 0
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 275.14812078
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

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

Boc-L-citrulline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCNC(=O)N)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCNC(=O)N)C(=O)O
• Uses: Boc-L-citrulline is an intermediate in the synthesis of Arginino-succinic Acid Disodium Salt (A769200). Arginino-succinic Acid Sodium Salt is used in the characterization of δ-crystallin in avian species.

Technology Process of Boc-Cit-OH

There total 3 articles about Boc-Cit-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: 84.0%

Citrulline (372-75-8) + di-tert-butyl dicarbonate (24424-99-5) → N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine (45234-13-7)

Guidance literature:

With anhydrous sodium carbonate; In tetrahydrofuran; water monomer; at 20 - 50 ℃;

DOI:10.3390/ijms23052468

Reference yield: 83.0%

di-tert-butyl dicarbonate (24424-99-5) → N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine (45234-13-7)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water;

Reference yield:

→ N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine (45234-13-7)

Guidance literature:

upstream raw materials:

Citrulline

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-tert-butyl 1-(4-(hydroxymethyl)phenylamino)-1-oxo-5-ureidopentan-2-ylcarbamate

l-citrulline-d-amphetamine hydrochloride

Boc-Cit-Amp

tert-butyl N^α-Boc-N^G-(benzyloxy)-L-arginate

Refernces

• 1、 -. "BICYCLIC PEPTIDE LIGAND STING CONJUGATES AND USES THEREOF". Paragraph 00601. . Retrieved 2020/08/28.
• 2、 -. "METHOD OF TREATMENT AND PREVENTION OF NITRIC OXIDE DEFICIENCY-RELATED DISORDERS WITH CITRULLINE AND CITRULLINE DERIVATIVES". . . Retrieved 2008/06/13.