1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide | CAS No. 103145-74-0

1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide

Basic Information

CAS Number

103145-74-0

Molecular Formula

C21H30N4O6

Molecular Weight

434.49 g/mol

AD

Basic Physical Properties

Melting Point

141-143 ºC

CC(C)CC(C(=O)NCC(=O)NO)NC(=O)C1CCCN1C(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C21H30N4O6/c1-14(2)11-16(19(27)22-12-18(26)24-30)23-20(28)17-9-6-10-25(17)21(29)31-13-15-7-4-3-5-8-15/h3-5,7-8,14,16-17,30H,6,9-13H2,1-2H3,(H,22,27)(H,23,28)(H,24,26)

InChIKey

VVGFLHRPYCTXGJ-UHFFFAOYSA-N

LogP

0.9401000000000026

Topological Polar Surface Area

137.07 Ų

Hydrogen Bond Donor/Acceptor

4 / 10

Complexity

635

Synonyms & References

English

  • 103145-74-0
  • FT-0771473
  • Z-Pro-Leu-Gly hydroxamate
  • benzyl 2-[[1-[[2-(hydroxyamino)-2-oxoethyl]amino]-4-methyl-1-oxopentan-2-yl]carbamoyl]pyrrolidine-1-carboxylate
  • N-carbobenzyloxy-prolyl-leucyl-glycine (N-hydroxy)amide
  • DTXSID80340097
  • VVGFLHRPYCTXGJ-UHFFFAOYSA-N
  • Z-Pro-Leu-Gly hydroxamate, >=97% (TLC)
  • Benzyl 2-(([1-(([2-(hydroxyamino)-2-oxoethyl]amino)carbonyl)-3-methylbutyl]amino)carbonyl)-1-pyrrolidinecarboxylate #
  • Glycinamide,1-[(phenylmethoxy)carbonyl]-L-prolyl-L-leucyl-N-hydroxy-
  • Z-PRO-LEU-GLY-NHOH
  • N-CBZ-PRO-LEU-GLY hydroximate
  • N-CBZ-PRO-LEU-GLY HYDROXAMATE

MDL Number

MFCD00083286

FAQ

What are the physical and chemical properties of 1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide (CAS: 103145-74-0)?

1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide is a crystalline compound with a molecular weight of approximately 437.48 g/mol. It is poorly soluble in water but soluble in organic solvents like methanol and ethanol. The compound exhibits moderate reactivity, particularly in ester hydrolysis and amide formation. It is stable under normal laboratory conditions but should be stored in a desiccator to prevent moisture absorption.

How is 1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide (CAS: 103145-74-0) typically synthesized?

1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide is typically synthesized via a multi-step process involving the coupling of benzyloxycarbonyl-proline with N-hydroxyleucine. The synthesis involves the use of a catalytic amount of a coupling reagent such as HATU (O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate) and a base like DIPEA (N,N-diisopropylethylamine). The reaction is carried out in an organic solvent like DMF (N,N-dimethylformamide) and the yield is approximately 70-80%.

What industries use 1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide (CAS: 103145-74-0)?

1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide is primarily used in the pharmaceutical industry for the synthesis of complex peptides and proteins. It is also used in the polymer industry as a monomer for the production of certain biodegradable polymers. Additionally, it is employed in the development of sensors and semiconductors due to its unique chemical structure and reactivity.

What precautions should be taken when handling 1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide (CAS: 103145-74-0)?

When handling 1-[(Benzyloxy)carbonyl]prolylleucyl-N-hydroxyglycinamide, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place and handled in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent material and the area should be flushed with water. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.

Related Compounds

You might also like

Compound Q&A

What is 6-Methyl-7-oxabicyclo[4.1.0]heptan-2-one (CAS: 21889-89-4)?

6-Methyl-7-oxabicyclo[4.1.0]heptan-2-one is a cyclic ketone with a molecular for...

21889-89-46-Methyl-7-oxabicycl...
Compound Q&A

What is 4-[(6-Methyl-2-pyrazinyl)oxy]benzoic acid (CAS: 906353-00-2)?

4-[(6-Methyl-2-pyrazinyl)oxy]benzoic acid is a chemical compound with the CAS nu...

906353-00-24-[(6-Methyl-2-pyraz...
Compound Q&A

What is 2-(2-Pyridinyl)-1,3-propanediol (CAS: 49745-42-8)?

2-(2-Pyridinyl)-1,3-propanediol (CAS: 49745-42-8) is a colorless to slightly yel...

49745-42-82-(2-Pyridinyl)-1,3-...
Compound Q&A

What is 2-(6-Chloro-2-pyridinyl)-2-phenylacetonitrile (CAS: 24783-42-4)?

2-(6-Chloro-2-pyridinyl)-2-phenylacetonitrile is an organic compound with the CA...

24783-42-42-(6-Chloro-2-pyridi...
Compound Q&A

What is 2-Oxopropanamide (CAS: 631-66-3)?

2-Oxopropanamide, also known as 2-aminoacrylic acid, is a chemical compound with...

631-66-32-Oxopropanamide
Compound Q&A

What is 2-Methyl-2-propanyl 4-(5-bromo-6-methyl-2-pyridinyl)-1-piperazinecarboxylate (CAS: 1289040-88-5)?

2-Methyl-2-propanyl 4-(5-bromo-6-methyl-2-pyridinyl)-1-piperazinecarboxylate (CA...

1289040-88-52-Methyl-2-propanyl ...
Compound Q&A

What is NAMPT inhibitor-linker 1 (CAS: 2241019-57-6)?

NAMPT inhibitor-linker 1 (CAS: 2241019-57-6) is a chemical compound designed as ...

2241019-57-6NAMPT inhibitor-link...
Compound Q&A

What is (2-(2,2,2-Trifluoroacetyl)pyridin-4-yl)boronic acid (CAS: 1310404-58-0)?

It is a chemical compound with the structure (2-(2,2,2-Trifluoroacetyl)pyridin-4...

1310404-58-0(2-(2,2,2-Trifluoroa...
Compound Q&A

What is 1-(2-Chlorophenyl)-6-(3,3,3-trifluoro-2-methylpropyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (CAS: 794568-90-4)?

1-(2-Chlorophenyl)-6-(3,3,3-trifluoro-2-methylpropyl)-1,5-dihydro-4H-pyrazolo[3,...

794568-90-41-(2-Chlorophenyl)-6...
Compound Q&A

What is Vinyl(chloromethyl)dimethoxysilane (CAS: 1314981-48-0)?

Vinyl(chloromethyl)dimethoxysilane is an organosilicon compound with the molecul...

1314981-48-0Vinyl(chloromethyl)d...