Z-D-Arg-OH

Base Information

• Chemical Name: Z-D-Arg-OH
• CAS No.: 6382-93-0
• Molecular Formula: C14H20N4O4
• Molecular Weight: 308.33
• Hs Code.: 29225090
• European Community (EC) Number: 613-387-1
• DSSTox Substance ID: DTXSID50364503
• Nikkaji Number: J1.324.212G
• Mol file: 6382-93-0.mol

Synonyms:Z-D-Arg-OH;6382-93-0;Cbz-D-Arginine;N-alpha-Z-D-arginine;(2R)-5-(diaminomethylideneamino)-2-(phenylmethoxycarbonylamino)pentanoic acid;D-Arginine, N2-[(phenylmethoxy)carbonyl]-;(2R)-2-{[(BENZYLOXY)CARBONYL]AMINO}-5-CARBAMIMIDAMIDOPENTANOIC ACID;Nalpha-Cbz-D-arginine;Z-(D)ArgOH;Z-D-ARGININE;N-A-Z-D-ARGININE;Nalpha-Carbobenzoxy-D-arginine;SCHEMBL6768020;DTXSID50364503;MFCD00063009;AKOS016842963;CS-W009927;HY-W009211;AC-12928;AS-15088;C2131;EN300-7358381;A834543;A847871;J-300032;N-alpha-BenZyloxycarbonyl-D-arginine (CbZ-D-Arg-OH);(R)-2-(BENZYLOXYCARBONYLAMINO)-5-GUANIDINOPENTANOIC ACID;(2R)-2-(benzyloxycarbonylamino)-5-(diaminomethyleneammonio)pentanoate

Chemical Property of Z-D-Arg-OH

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 168-171 °C
• Refractive Index: 8 ° (C=5.5, HCl)
• Boiling Point: 448.73°C (rough estimate)
• PSA: 137.53000
• Density: 1.33 g/cm³
• LogP: 2.21110
• Storage Temp.: -20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 308.14845513
• Heavy Atom Count: 22
• Complexity: 390

Purity/Quality:

99% ^*data from raw suppliers

N-a-Z-D-Arginine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCCN=C(N)N)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@H](CCCN=C(N)N)C(=O)O
• Uses: Nα-Cbz-D-arginine is an N-Cbz-protected form of D-Arginine (A769515). D-Arginine is an unnatural isomer of L-Arginine (A769505), and is used to inhibit glutamate-induced nitric oxide production in rats. Derivatives of D-Arginine are used for pharmaceutical purposes, one example is 1-Deamino-8-D-arginine vasopressin, which is used to treat various bleeding disorders.

Technology Process of Z-D-Arg-OH

There total 2 articles about Z-D-Arg-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: 82.0%

D-arginine (157-06-2,25212-18-4) + benzyl chloroformate (501-53-1,94274-21-2) → Nα-Z-D-Arg (6382-93-0)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate;

DOI:10.1016/S0040-4039(03)00376-9

Reference yield:

→ Nα-Z-D-Arg (6382-93-0)

Guidance literature:

(yield)81percent;

Reference yield: 85.0%

Nα-Z-D-Arg (6382-93-0) + tert-butyl 2-(2-aminoethoxy)ethylcarbamate (127828-22-2) → N-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-benzyloxycarbonyl-D-arginine amide (632323-84-3)

Guidance literature:

With pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;

DOI:10.1016/S0040-4039(03)00376-9

upstream raw materials:

D-arginine

benzyl chloroformate

Downstream raw materials:

L-arginine

benzyl alcohol

N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-benzyloxycarbonyl-D-arginine amide

N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide

Refernces