108149-65-1

Basic information

• Product Name: (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• Synonyms: (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester;(S)-tert-butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate;(S)-1-Boc-2,2-DiMethyl-4-hydroxyMethyl-oxazolidine;tert-Butyl (S)-4-(Hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate
• CAS NO: 108149-65-1
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.29
• Mol File: 108149-65-1.mol

Chemical Properties

• Melting Point: 36 °C
• Boiling Point: 314.07°C at 760 mmHg
• Flash Point: 143.745°C
• Appearance: /
• Density: 1.076g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: 2-8°C
• PKA: 14.54±0.10(Predicted)
• CAS DataBase Reference: (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(108149-65-1)
• EPA Substance Registry System: (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(108149-65-1)

Safety Data

• Hazardous Substances Data: 108149-65-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester is used as a chiral ligand in various asymmetric syntheses for the production of enantiomerically pure compounds. This is important in the pharmaceutical industry, as the biological activity of chiral drugs can be significantly different between enantiomers, leading to improved efficacy and reduced side effects.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester serves as a building block in the synthesis of chiral agrochemicals. The use of enantiomerically pure compounds in agrochemicals can result in more effective pest control with reduced environmental impact.
Used in Organic Chemistry Research:
(S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester is utilized as a versatile building block in organic chemistry research. Its unique structure and chiral properties make it a valuable component in the development of new synthetic routes and the synthesis of complex organic molecules.
Used in Asymmetric Catalysis:
As a chiral ligand, (S)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester is employed in asymmetric catalysis, a technique used to produce enantiomerically pure compounds. This application is crucial in the synthesis of biologically active molecules, as well as in the development of new catalysts for various chemical reactions.

InChI:InChI=1/C11H21NO4/c1-10(2,3)16-9(14)12-8(6-13)7-15-11(12,4)5/h8,13H,6-7H2,1-5H3/t8-/m0/s1

Upstream product

• 108149-60-6 methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate 
• 157604-46-1 3-tert-butyl 4-methyl 2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate 
• 95715-86-9 (S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 126645-26-9 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate 
• 159846-14-7 methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate 
• 80963-10-6 methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 518986-06-6 O-t-butyldimethylsilyl-N-[(1,1-dimethylethoxy)carbonyl]-N-hydroxymethyl-L-serinol 
• 518986-05-5 O-t-butyldimethylsilyl-N-[(1,1-dimethylethoxy)carbonyl]-N-hydroxymethyl-L-serinal hemiacetal 
• 367490-60-6 (4S)-4-[(t-butyldimethylsilyloxy)methyl]-3-[(1,1-dimethylethoxy)carbonyl]-5-oxazolidinone 
• 152491-85-5 (R)-[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 95715-85-8 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 97651-96-2 (S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propanoate 
• 122225-54-1 (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid 
• 763122-86-7 (2''S)-1-(2''-tert-butoxycarbonylamino-3''-hydroxy-propyl)-4-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1H-[1,2,3]triazole 
• 763122-84-5 (2''S)-1-(2''-tert-butoxycarbonylamino-3''-hydroxy-propyl)-4-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1H-[1,2,3]triazole 
• 763122-85-6 (2''S)-1-(2''-tert-butoxycarbonylamino-3''-hydroxy-propyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1H-[1,2,3]triazole 
• 763122-83-4 (2''S)-1-(2''-tert-butoxycarbonylamino-3''-hydroxy-propyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1H-[1,2,3]triazole 
• 763122-76-5 (4'''S)-1-(3'''-tert-butoxycarbonyl-2''',2'''-dimethyl-oxazolidin-4'''-ylmethyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1H-[1,2,3]triazole 
• 763122-68-5 (4'''S)-1-(3'''-tert-butoxycarbonyl-2''',2'''-dimethyl-oxazolidin-4'''-ylmethyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1H-[1,2,3]triazole 
• 763122-88-9 (2''S)-1-(2''-tert-butoxycarbonylamino-2''-carboxy-ethyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1H-[1,2,3]triazole 
• 763122-87-8 (2''S)-1-(2''-tert-butoxycarbonylamino-2''-carboxy-ethyl)-5-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1H-[1,2,3]triazole 
• 763122-77-6 (4'''S)-1-(3'''-tert-butoxycarbonyl-2''',2'''-dimethyl-oxazolidin-4'''-ylmethyl)-4-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1H-[1,2,3]triazole 
• 763122-69-6 (4'''S)-1-(3'''-tert-butoxycarbonyl-2''',2'''-dimethyl-oxazolidin-4'''-ylmethyl)-4-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1H-[1,2,3]triazole 

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