Z-Pyr-OH

Base Information

• Chemical Name: Z-Pyr-OH
• CAS No.: 32159-21-0
• Molecular Formula: C13H13NO5
• Molecular Weight: 263.25
• Hs Code.: 29337900
• European Community (EC) Number: 250-936-0
• Nikkaji Number: J88.779J
• Mol file: 32159-21-0.mol

Synonyms:N(alpha)-carbobenzoxypyroglutamic acid;N-alpha-carbobenzoxypyroglutamic acid;ZCBPGA

Chemical Property of Z-Pyr-OH

Chemical Property:

• Vapor Pressure: 7.26E-12mmHg at 25°C
• Melting Point: 128-130 °C
• Refractive Index: 1.597
• Boiling Point: 525.4 °C at 760 mmHg
• PKA: 3.03±0.20(Predicted)
• Flash Point: 271.5 °C
• PSA: 83.91000
• Density: 1.408 g/cm³
• LogP: 1.33670
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 263.07937252
• Heavy Atom Count: 19
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

Cbz-L-pyroglutamic acid ^*data from reagent suppliers

Safty Information:

• Statements: 22/22-36/37/38
• Safety Statements: 22-24/25-44-35-28-7-4

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)N(C1C(=O)O)C(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1CC(=O)N([C@@H]1C(=O)O)C(=O)OCC2=CC=CC=C2
• Uses: Cbz-L-pyroglutamic Acid, is an amino acid building block used in the synthesis of various compounds, such as 5-Oxo-L-prolyl-L-proline (O859055).

Technology Process of Z-Pyr-OH

There total 16 articles about Z-Pyr-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: 87.0%

sodium carbonate (497-19-8) + benzyl chloroformate (501-53-1,94274-21-2) + L-Pyroglutamic acid (98-79-3) → Cbz-L-pGlu-OH (32159-21-0)

Guidance literature:

In 1,4-dioxane; sodium hydroxide;

Reference yield: 86.0%

N-Benzyloxycarbonyl-L-proline (1148-11-4) → Cbz-L-pGlu-OH (32159-21-0)

Guidance literature:

With methanesulfonic acid; 9-azabicyclo[3.3.1]nonan-3-one N-oxyl oxide; water; lithium perchlorate; In acetonitrile; at 25 ℃; Electrolysis;

DOI:10.1021/acs.orglett.1c03338

Reference yield: 20.0%

benzyl chloroformate (501-53-1,94274-21-2) + L-Pyroglutamic acid (98-79-3) → Cbz-L-pGlu-OH (32159-21-0)

Guidance literature:

With triethylamine; In acetonitrile; for 1h; Ambient temperature;

upstream raw materials:

N-benzyloxycarbonyl-L-glutamic acid

benzyl chloroformate

L-Pyroglutamic acid

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

Downstream raw materials:

N-benzyloxycarbonyl-L-glutamic acid-5-hydrazide

N'-benzyl-N-benzyloxycarbonyl-L-glutamine

tert-butyl N-benzyloxycarbonyl-L-pyroglutamate

N-carbobenzoxy-L-pyroglutamyl-L-tryptophan ethyl ester