133464-37-6

Basic information

• Product Name: (R)-BENZYL 4-FORMYL-2,2-DIMETHYLOXAZOLIDINE-3-CARBOXYLATE
• Synonyms: (R)-BENZYL 4-FORMYL-2,2-DIMETHYLOXAZOLIDINE-3-CARBOXYLATE
• CAS NO: 133464-37-6
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.29
• Mol File: 133464-37-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 390.2±42.0 °C(Predicted)
• Appearance: /
• Density: 1.229±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -3.31±0.60(Predicted)
• CAS DataBase Reference: (R)-BENZYL 4-FORMYL-2,2-DIMETHYLOXAZOLIDINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-BENZYL 4-FORMYL-2,2-DIMETHYLOXAZOLIDINE-3-CARBOXYLATE(133464-37-6)
• EPA Substance Registry System: (R)-BENZYL 4-FORMYL-2,2-DIMETHYLOXAZOLIDINE-3-CARBOXYLATE(133464-37-6)

Safety Data

• Hazardous Substances Data: 133464-37-6(Hazardous Substances Data)

Usage

Description

(R)-Benzyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate is a chiral chemical compound characterized by a complex structure that includes a benzyl group, a formyl group, an oxazolidine ring, and a carboxylate functional group. Its specific orientation of atoms endows it with unique properties, making it a valuable building block in organic synthesis and a potential candidate for pharmaceutical research and chemical reactions.

Uses

Used in Organic Synthesis:
(R)-Benzyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate is used as a building block for constructing more complex molecules, contributing to the development of advanced organic compounds and materials.
Used in Pharmaceutical Research:
As a chiral molecule, (R)-Benzyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate is used in pharmaceutical research for the development of new drugs, potentially offering novel therapeutic agents and enhancing the effectiveness of existing medications.
Used as a Reagent in Chemical Reactions:
(R)-Benzyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate serves as a reagent in various chemical reactions, facilitating the synthesis of target compounds and contributing to the advancement of chemical processes and methodologies.

Upstream product

• 133464-35-4 3-benzyl 4-methyl (4R)-2,2-dimethyloxazolidine-3,4-dicarboxylate 
• 133464-36-5 (S)-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester 
• 93204-36-5 (R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate 
• 501-53-1 benzyl chloroformate 
• 656827-13-3 (R)-benzyl-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate 
• 6081-61-4 N-(benzyloxycarbonyl)-D-serine 
• 1092473-80-7 (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 137787-29-2 (R)-2,2-Dimethyl-4-((S)-2,2,2-trichloro-1-hydroxy-ethyl)-oxazolidine-3-carboxylic acid benzyl ester 
• 324027-10-3 (R)-4-[(4-Bromo-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 366469-80-9 (R)-4-(Hydroxy-phenyl-methyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 433235-59-7 (R)-4-[(R)-((3R,7aR)-3-tert-Butyl-1-oxo-dihydro-pyrrolo[1,2-c]oxazol-7a-yl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 433238-14-3 (R)-4-[(S)-((3R,7aR)-3-tert-Butyl-1-oxo-dihydro-pyrrolo[1,2-c]oxazol-7a-yl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 408359-25-1 (3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose 
• 510713-88-9 (4R)-4-[(1RS)-2-ethoxycarbonyl-2,2-difluoro1-hydroxyethyl]-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester 
• 873310-64-6 2S-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethylene)-malonic acid di-tert-butyl ester 
• 912354-37-1 (2S)-2-(2-benzyloxycarbonylamino-3-hydroxypropyl)malonic acid di-tert-butyl ester 
• 912354-29-1 (4S)-2-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethyl)malonic acid di-tert-butyl ester 
• 945034-94-6 2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester 
• 912354-33-7 (5S)-benzyloxycarbonylamino-3,3-bis-tert-butyloxycarbonyl-6-hydroxyhexanoic acid tert-butyl ester 
• 912354-31-5 (4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester 
• 912354-35-9 (2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester 

Relevant articles and documents

A simple convenient synthesis of L-[4-13C] glutamine

L-[4-13C]Glutamine was synthesized from sodium [2-13C]acetate in 12 steps and 18% overall yield. A Wittig reaction of (R)-benzyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate and ethyl 2-(triphenylphosphoranylidene)[2-13C]acetate prepared from D-serine and sodium [2-13C]acetate, respectively, gave (4S)-4-(2-ethoxycarbonyl[2-13C]vinyl)-2,2-dimethyloxazolidine-3-carboxylic acid α,β-isopropylidene group, oxidation of the resulting hydroxyl group to a carboxyl group and transamidation of the ester moiety gave L-N-Cbz-[4-13C]glutamine (Cbz = benzyloxycarbonyl). Finally, removal of the Cbz group gave L-[4-13C]glutamine. L-[4-13C]Glutamine can be prepared in fewer steps and higher yield by this method compared with previously reported methods.

METHOD OF TREATING POLYCYSTIC KIDNEY DISEASES WITH CERAMIDE DERIVATIVES

PROBLEM TO BE SOLVED: To provide a method of treating polycystic kidney diseases with ceramide derivatives. SOLUTION: A pharmaceutical composition for treating polycystic kidney disease in a subject comprises an effective amount of a predetermined compoun

DDQ-Promoted Benzylic/Allylic sp3 C-H Activation for the Stereoselective Intramolecular C-N Bond Formation: Applications to the Total Synthesis of (-)-Codonopsinine, (+)-5-epi-Codonopsinine, (+)-Radicamine B, and (-)-Codonopsinol

This is the first report on an intramolecular C-N bond formation of an amide-tethered benzylic/allylic system using DDQ under neutral conditions which has been successfully applied to the total synthesis of naturally occurring pyrolidine alkaloids. The key steps for the synthesis of corresponding precursors involve Julia-Kociensky olefination/cross-metathesis and dihydroxylation reactions, and this methodology is also extended to the ω-unsaturated N-sulfanilamide to furnish piperidines.