193085-38-0

Basic information

• Product Name: Boc-N-Me-D-Ser(Bzl)-OH
• Synonyms: Boc-N-Me-D-Ser(Bzl)-OH
• CAS NO: 193085-38-0
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.35752
• EINECS: -0
• Product Categories: amino acids
• Mol File: 193085-38-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Boc-N-Me-D-Ser(Bzl)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-N-Me-D-Ser(Bzl)-OH(193085-38-0)
• EPA Substance Registry System: Boc-N-Me-D-Ser(Bzl)-OH(193085-38-0)

Safety Data

• Hazardous Substances Data: 193085-38-0(Hazardous Substances Data)

Upstream product

• 47173-80-8 N-Boc-D-serine(Bzl)-OH 
• 74-88-4 methyl iodide 
• 872414-47-6 (R)-tert-butyl 4-(benzyloxymethyl)-5-oxooxazolidine-3-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1086703-19-6 C₂₂H₃₃N₃O₇ 
• 876763-09-6 3R-benzyloxy-2-methylamino-propionic acid methyl ester 

Relevant articles and documents

Intramolecular suzuki-miyaura reaction for the total synthesis of signal peptidase inhibitors, arylomycins A2and B2

Development of the total syntheses of arylomycins A1 and B 2 is detailed. Key features of our approach include 1) formation of 14-membered meta, meta-cyclophane by an intramolecular Suzuki-Miyaura reaction; 2) incorporation of N-Me-4-hydroxyphenylglycine into the cyclization precursor, which avoids the late-stage low-yielding N-methylation step; 3) segment coupling of a fully elaborated peptide side chain to the macrocycle, which makes the synthesis highly convergent. Overall, arylomycin A2 was obtained in 13 steps from L-Tyr for the longest linear sequence, in 13% overall yield. Arylomycin B2 was synthesized in 10 steps from L-3-nitro-Tyr, in 10% overall yield.

Total synthesis of arylomycin A2, a signal peptidase I (SPase I) inhibitor

A concise total synthesis of arylomycin A2 has been accomplished featuring a key intramolecular Suzuki-Miyaura reaction for the formation of the 14-membered meta,meta-cyclophane and direct coupling of a fully elaborated peptide side chain with

NOVEL 2-AMINO-QUINAZOLINE DERIVATIVES USEFUL AS INHIBITORS OF β-SECRETASE (BACE)

The present invention is directed to novel 2-amino-3, 4-dihydro-quinazoline derivatives, pharmaceutical compositions containing them and their use in the treatment of Alzheimer's disease (AD) and related disorders. The compounds of the invention are inhibitors of P-secretase, also known as n-site cleaving enzyme and BACE.

Structure activity studies of the serine-AIB dipeptide domain in 2,3-dihydroisothiazole based growth hormone secretagogues

A series of growth hormone secretagogues (GHSs) based on 2,3-dihydroisothiazole has been synthesized in the search for a potential treatment of growth hormone deficiency or frailty in the elderly. This paper describes the evaluation of the SAR of the benzyl-d-Ser-aminoisobutyric acid dipeptide fragment. Introduction of substituents in the peptide backbone and in the phenyl ring has been investigated, as well as replacements for the benzyl group and for the AIB residue. A number of modifications resulted in enhanced potency over the parent benzyl-d-Ser-AIB derivative.

Compounds with growth hormone releasing properties

Compounds of peptide mimetic nature having the general formula I STR1 wherein a and b are independently 1 or 2, R1 and R2 are independently H or C1-6 alkyl, G and J are independently, inter alia, aromats, and D and E are independently several different groups are growth hormone secretagogous with improved bioavailability.