38308-93-9

Basic information

• Product Name: 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester
• Synonyms: 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester
• CAS NO: 38308-93-9
• Molecular Weight: 309.362
• Mol File: 38308-93-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester(38308-93-9)
• EPA Substance Registry System: 2-tert-butoxycarbonylamino-4-hydroxy-butyric acid benzyl ester(38308-93-9)

Safety Data

• Hazardous Substances Data: 38308-93-9(Hazardous Substances Data)

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 1927-25-9 DL-Homoserine 
• 34619-03-9 tert-butyldicarbonate 
• 100-39-0 benzyl bromide 
• 6305-38-0 α-amino-γ-butyrolactone hydrobromide 
• 38308-92-8 2-(tert-butoxycarbonylamino)-4-hydroxy-butanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 246263-88-7 (+/-)-2-[2-(1-benzyloxymethylpyrimidin-2,4-dione-3-yl)ethyl]-N-(tert-butoxycarbonyl)glycine benzyl ester 
• 246263-95-6 2-tert-butoxycarbonylamino-4-phthalimidyl butyric acid benzyl ester 
• 246263-85-4 (+/-)-N-(tert-butoxycarbonyl)-2-[2-[1-(2-trimethylsilyl)ethoxymethylquinazolin-2,4-dione-3-yl]ethyl]glycine benzyl ester 
• 246263-92-3 (+/-)-2-[2-(1-Benzyloxymethyl-5-methylpyrimidin-2,4-dione-3-yl)ethyl]-N-(tert-butoxycarbonyl)glycine benzyl ester 
• 246264-20-0 (+/-)-2-[2-(1-benzyloxymethyl-5-fluoropyrimidin-2,4-dione-3-yl)ethyl]-N-(tert-butoxycarbonyl)glycine benzyl ester 
• 324795-53-1 2-tert-Butoxycarbonylamino-4-oxo-butyric acid benzyl ester 
• 253586-91-3 N-tert-butoxycarbonyl O-bis(phenyloxy)phosphoryl DL-homoserine benzyl ester 

Relevant articles and documents

Synthesis and immunobiological activity of an original series of acyclic lipid A mimics based on a pseudodipeptide backbone

Nδ-L-Homoserinyl-D-ornithinol pseudodipeptides N-acylated with typical Escherichia coli lipid A fatty acid residues and mono-O- or bis-O-phosphorylated have been prepared and their properties investigated. The derivatives carrying two phosphate groups were found to be inducers of NO production. In addition, while they were unable to induce significantly the production of interleukin-6 (IL-6) by human PBMC cells, these compounds behaved also as potent antagonists of LPS-induced IL-6 production in the same human cells system. In conclusion, the molecules described here are the first members of an original class of immunobiologically active lipid A mimics based on an acyclic pseudodipeptide backbone carrying only the essential functionalities of the parent lipid A structure (OM-174). As the products exhibit very low endotoxicity and pyrogenicity, this class of lipid A mimics therefore opens a new generation of immunoadjuvants that possibly could reach clinical applications.

Sulfonamide derivatives

A compound of the formula (I) or a pharmacologically acceptable salt, ester or other derivative thereof: R1is H or NHOH. R2is H, optionally substituted alkyl, cycloalkyl or a group —AR6. A is an alkylene which may be optionally interrupted by O, —S(O)m— or —N(R9). R6is a group (II), (III), (IV) X is O, S, —N(R10)—, —C(R11)(R12)—. Y is O, CO, —S(O)n—, —N(R10)—, —C(R11)(R12)—. Each of R7and R8is H, alkyl, COOH, optionally substituted alkyl, etc. Each of R9, R10, R11, and R12is H, alkyl, etc. Each of m and n is 0 to 2. R3is H, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl. R4is optionally substituted (hetero)arylene. R5is optionally substituted alkyl, optionally substituted (hetero)aryl. These compounds have matrixmetalloproteinase—13 inhibitory activity and aglycanase inhibitory activity.

A synthesis of homoserine phosphate and a blocked derivative suitable for peptide synthesis.

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