119109-58-9

Basic information

• Product Name: Pentanoic acid, 5-hydroxy-4-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (4S)-
• CAS NO: 119109-58-9
• Molecular Formula: C14H19NO5
• Molecular Weight: 281.309
• Mol File: 119109-58-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 5-hydroxy-4-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 5-hydroxy-4-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (4S)-(119109-58-9)
• EPA Substance Registry System: Pentanoic acid, 5-hydroxy-4-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (4S)-(119109-58-9)

Safety Data

• Hazardous Substances Data: 119109-58-9(Hazardous Substances Data)

Upstream product

• 1072841-08-7 C₂₀H₂₀N₄O₅ 
• 501-53-1 benzyl chloroformate 
• 1499-55-4 L-glutamic acid 5-methyl ester 
• 67-56-1 methanol 
• 56-86-0 L-glutamic acid 
• 39538-31-3 methyl (4S)-4-{[(benzyloxy)carbonyl]amino}-5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxopentanoate 

Downstream Products

• 222027-12-5 (4S)-3-(benzyloxycarbonyl)-2,2-dimethyl-4-(methoxycarbonylethyl)oxazolidine 
• 183536-38-1 (S)-5-Azido-4-benzyloxycarbonylamino-pentanoic acid methyl ester 
• 183536-44-9 (4S)-5-azido-4-benzyloxycarbonylaminopentanoic acid 
• 183536-47-2 (4S)-5-azido-4-benzyloxycarbonylaminopentan-1-ol 
• 183536-40-5 (5S)-5-benzyloxycarbonylamino-2-piperidone 
• 222027-29-4 (S)-2,2-Dimethyl-4-(4-oxo-3-phenoxy-cyclohex-2-enylmethyl)-oxazolidine-3-carboxylic acid benzyl ester 
• 222027-19-2 (4S)-3-(benzyloxycarbonyl)-2,2-dimethyl-4-(3-oxo-propyl)oxazolidine 
• 371229-46-8 3-[3-(diazo-benzenesulfonylacetyl)-2,2-dimethyl-oxazolidin-4-yl]-propionic acid methyl ester 
• 866124-66-5 C₃₁H₄₀N₂O₇ 
• 861819-88-7 methyl (4S)-5-ethoxymethoxy-4-[(4-methylbenzoyl)amino]pentanoate 
• 861819-89-8 (4S)-5-ethoxymethoxy-4-[(4-methylbenzoyl)amino]pentanoic acid 
• 223471-02-1 ONO-M₁₁-335 
• 919518-32-4 (3R,5S)-3-Benzyloxycarbamoyl-6-methoxymethoxy-5-(4-phenoxy-benzoylamino)-hexanoic acid tert-butyl ester 

Relevant articles and documents

Simple and rapid synthesis of Nα-urethane protected β-amino alcohols and peptide alcohols employing HATU

The activation of the Nα--urcihanc protected (Fmoc-/Boc-/Z-/Bsmoc) α-amino acids employing l-[bis(dimethylamino)- methylene]-lH-l,2,3-triazolo-[4,5-6]pyridinium.0hexa-flurophosphate-3-oxide (HATU) followed by reduction of the in situ generated -OAt ester with NaBH 4 results in the corresponding ss-amino alcohols in good yields. This synthesis is the first demonstration of the application of the efficient coupling agent HATU for practical synthesis of ss-amino alcohols. The protocol is general for all common N-protecting groups including the highly base sensitive Bsmoc group. The protocol has also been successfully extended for the synthesis of peptide alcohols.

Novel matrix metalloproteinase inhibitors: Generation of lead compounds by the in silico fragment-based approach

Generation of structurally new matrix metalloproteinase inhibitors was successfully carried out using an in silico technique. In order to identify the small fragment interacting with residues in the S1′ pocket of MMP-1 through hydrogen bonds, we performed in silico screening using the LUDI program. As a result, acetyl-l-alanyl-(N-methyl)amide (Ac-l-Ala-NHMe) was selected to link with another fragment, hydroxamic acid that interacted with catalytic zinc. By this approach, the l-glutamic acid derivative 2b was discovered to be a new type of matrix metalloproteinase inhibitor. Further transformation to reduce its peptidic nature and improve activity yielded nonpeptidic lead compounds as inhibitors of MMP-1, -2, -3, and -9.

REVERSE HYDROXAMATE INHIBITORS OF MATRIX METALLOPROTEINASES

Compounds having the formula are matrix metalloproteinase inhibitors. Also disclosed are matrix metalloproteinase-inhibiting compositions and methods of inhibiting matrix metalloproteinase in a mammal.