60538-16-1

Basic information

• Product Name: BZ-D-THR-OME
• Synonyms: BZ-D-THREONINE-OME;BZ-D-THR-OME;BENZOYL-D-THREONINE METHYL ESTER;N-BENZOYL-D-THREONINE METHYL ESTER;N-alpha-Benzoyl-D-threonine methyl ester;Z-D-Thr-OMe;Cbz-D-Thr-OMe
• CAS NO: 60538-16-1
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.25
• Product Categories: A - H;Amino Acids;Modified Amino Acids
• Mol File: 60538-16-1.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Refractive Index: 1.536
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BZ-D-THR-OME(CAS DataBase Reference)
• NIST Chemistry Reference: BZ-D-THR-OME(60538-16-1)
• EPA Substance Registry System: BZ-D-THR-OME(60538-16-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 60538-16-1(Hazardous Substances Data)

Usage

General Description

BZ-D-THR-OME is a chemical compound that belongs to the family of benzodiazepines, which are central nervous system depressants commonly used as sedatives, hypnotics, and anxiolytics. It is a derivative of the benzodiazepine class and is known for its sedative and anxiolytic properties. BZ-D-THR-OME is often used to treat anxiety, insomnia, and agitation, and it works by increasing the activity of the neurotransmitter gamma-aminobutyric acid (GABA) in the brain, leading to a calming and relaxing effect. BZ-D-THR-OME is regulated and controlled due to its potential for abuse and addiction, and it should only be used under the supervision of a healthcare professional.

InChI:InChI=1/C12H15NO4/c1-8(14)10(12(16)17-2)13-11(15)9-6-4-3-5-7-9/h3-8,10,14H,1-2H3,(H,13,15)/t8?,10-/m1/s1

Upstream product

• 186581-53-3 diazomethane 
• 906324-06-9 N-benzoyl-D_s-threonine 
• 28415-16-9 methyl N-benzoyl (+/-)-threoninate 
• 60538-15-0 (2R,3S)-2-amino-3-hydroxy-butyric acid methyl ester hydrochloride 
• 98-88-4 benzoyl chloride 
• 77320-41-3 2-benzoylamino-3-oxo-butyric acid methyl ester 
• 82679-55-8 D-threonine methyl ester 
• 7469-23-0 N-benzoyl-DL-threonine 
• 39994-75-7 (+/-) threonine methyl ester hydrochloride 
• 7469-23-0 N-benzoyl-DL-allothreonine 
• 39994-75-7 H-DL-aThr-OMe*HCl 

Downstream Products

• 60538-17-2 (4R,5R)-4-(methoxycarbonyl)-5-methyl-2-phenyl-Δ²-oxazoline 
• 154005-98-8 (4R,5S)-4,5-Dihydro-5-methyl-2-phenyloxazol-4-carbonsaeure-methylester 
• 62107-39-5 (+/-)-5c-methyl-2-phenyl-4,5-dihydro-oxazole-4r-carboxylic acid methyl ester; hydrochloride 
• 27696-01-1 (2S,3R)-threo-N-benzoyl-threonine 
• 7469-23-0 N-benzoyl-DL-threonine 
• 62107-39-5 (+/-)-5t-methyl-2-phenyl-4,5-dihydro-oxazole-4r-carboxylic acid methyl ester; hydrochloride 
• 115246-64-5 (2S,3S)-erythro-N-benzoyl-threonine 
• 199484-05-4 methyl N-benzoyl (2R,3R)-allo-threoninate 
• 1205-08-9 methyl hippurate 
• 102655-09-4 N-benzoyl-O-(N-benzoyl-valyl)-threonine 

Relevant articles and documents

Total Synthesis of Legionaminic Acid as Basis for Serological Studies

Legionaminic acid is a nine-carbon diamino monosaccharide that is found coating the surface of various bacterial human pathogens. Its unique structure makes it a valuable biological probe, but access via isolation is difficult and no practical synthesis h

Synthesis and evaluation of in vivo anti-hypothermic effect of all stereoisomers of the thyrotropin-releasing hormone mimetic: Rovatirelin Hydrate

We discovered the orally active thyrotropin-releasing hormone (TRH) mimetic: (4S,5S)-5-methyl-N-{(2S)-1-[(2R)-2-methylpyrrolidin-1-yl]-1-oxo-3-(1,3-thiazol-4-yl)propan-2-yl}-2-oxo-1,3-oxazolidine-4-carboxamide 1 (rovatirelin). The central nervous system (CNS) effect of rovatirelin after intravenous (iv) administration is 100-fold higher than that of TRH. As 1 has four asymmetric carbons in its molecule, there are 16 stereoisomers. We synthesized and evaluated the anti-hypothermic effect of all stereoisomers of 1, which has the (4S),(5S),(2S),(2R) configuration from the N-terminus to the C-terminus, in order to clarify the structure?activity relationship (SAR) of stereoisomers. The (4R),(5R),(2R),(2S)-isomer 16 did not show any anti-hypothermic effect. Only the (4S),(5S),(2S),(2S)-isomer 10, which has the (2S)-2-methylpyrrolidine moiety at the C-terminus showed the anti-hypothermic effect similar to 1. Stereoisomers, which have the (5R) configuration of the oxazolidinone at the N-terminus and the (2R) configuration at the middle-part, showed a much lower anti-hypothermic effect than that of 1. On the other hand, stereoisomers, which have the (4R) configuration of the oxazolidinone at the N-terminus or the (2S) configuration of the C-terminus, have little influence on the anti-hypothermic effect.

Chiral 1,4-bis-diphosphine ligands from optically active (Z)-olefines

The catalytic asymmetric hydrogenation of prochiral ketones was carried out with Ru(II) complexes prepared from new chiral diphosphine ligands, cis-(R,R)-2,5-bis[(diarylphosphino)]-3-hexenes. These new ligands were prepared from enantiomerically pure (R,R) or (S,S)-(Z)-3-hexene-2,5 diol and enantiomeric excesses up to 85% were obtained in the reduction of 2-benzamidomethyl-3-oxobutanoate, starting material for the synthesis of 4-acetoxy-2-azetidinone.