98632-91-8

Basic information

• Product Name: (R)-benzyl 2-oxooxetan-3-ylcarbamate
• Synonyms: N-[(3R)-2-Oxo-3-oxetanyl]carbamic acid phenylmethyl ester;(R)-benzyl 2-oxooxetan-3-ylcarbamate;N-Carbobenzyloxy-D-serine b-Lactone;N-Carbobenzyloxy-D-serine beta-Lactone;(R)-(2-Oxo-3-oxetanyl)carbamic acid benzyl ester
• CAS NO: 98632-91-8
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.2093
• Mol File: 98632-91-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 425.5 °C at 760 mmHg
• Flash Point: 211.1 °C
• Appearance: /
• Density: 1.31
• Vapor Pressure: 1.9E-07mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Acetone (Slightly), Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Sligh
• CAS DataBase Reference: (R)-benzyl 2-oxooxetan-3-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-benzyl 2-oxooxetan-3-ylcarbamate(98632-91-8)
• EPA Substance Registry System: (R)-benzyl 2-oxooxetan-3-ylcarbamate(98632-91-8)

Safety Data

• Hazardous Substances Data: 98632-91-8(Hazardous Substances Data)

Usage

General Description

"(R)-benzyl 2-oxooxetan-3-ylcarbamate" is a chemical compound with the molecular formula C14H15NO4. (R)-benzyl 2-oxooxetan-3-ylcarbamate is a carbamate derivative that has a benzyl group and a 2-oxooxetan-3-yl group attached to the nitrogen atom. It is a chiral compound, with the (R) configuration indicating that the benzyl group is in the R configuration. (R)-benzyl 2-oxooxetan-3-ylcarbamate can be used in organic synthesis and pharmaceutical research, as it has the potential to exhibit biological activity and may be used as a building block for the synthesis of other complex molecules. Its specific properties and potential applications would depend on the context and the particular synthetic and biological processes in which it is involved.

InChI:InChI=1/C11H11NO4/c13-10-9(7-15-10)12-11(14)16-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,14)

Upstream product

• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 501-53-1 benzyl chloroformate 
• 6081-61-4 N-(benzyloxycarbonyl)-D-serine 

Downstream Products

• 98541-67-4 N^α-(benzyloxycarbonyl)-β-isothiureido-D-alanine 
• 1311981-35-7 dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-τ-L-histidino-D-alaninate 
• 485803-36-9 N-[(benzyloxy)carbonyl]-3-(6-{[(tert-butoxy)carbonyl]amino}-9H-purin-9-yl)-D-alanine 
• 210818-41-0 ((R)-2-Benzyloxycarbonylamino-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester 
• 73491-16-4 N^α-(benzyloxycarbonyl)-β-chloro-D-alanine 
• 62234-37-1 2-(R)-amino>-3-aminopropionic acid 

Relevant articles and documents

Lewis acid facilitated regioselective synthesis of τ-histidinoalanine

τ-Histidinoalanine, with an unusual cross-link between His and Ala, is the central component of theonellamides, a family of bioactive peptidic natural products. Previous syntheses of this residue were plagued with low regioselectivity in the alkylation step. Herein, we report two novel routes to τ-histidinoalanine, involving alkylation of Boc-His-OMe with a serine-derived β-lactone and β-bromoalanine, respectively, as the electrophiles. The use of Mg(OTf)2 as a catalyst was found to be essential to ensure high regioselectivity for the τ-isomer, presumably due to the formation of a six-membered ring chelation involving the π-nitrogen atom of histidine.

Synthesis of histidinoalanine: A comparison of β-lactone and sulfamidate electrophiles

Previous syntheses of histidinoalanine (HAL) have led to mixtures of regioisomers and/or stereoisomers. For example, opening of N-Cbz-d-serine- β-lactone (6) with Boc-l-His-OMe (5) gave a 2:1 mixture of τ- and π-regioisomers. The sulfamidate 10, derived f

INDOLE OR BENZIMIDAZOLE DERIVATIVES FOR MODULATING IκB KINASE

The invention relates to compounds of formula (I). Said compounds are suitable for producing medicaments for the prophylaxis and treatment of diseases, the progression of which involves increased activity of IκB kinase.