108149-63-9

Basic information

• Product Name: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: (R)-tert-butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate;(4R)-4-(Hydroxymethyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester;(R)-n-boc-2,2-dimethyl-4-hydroxymethyloxaz olidine;(R)-3-Boc-2,2-Dimethyl-4-hydroxymethyloxazolidine;tert-butyl (4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate;N-[(1,1-DiMethylethoxy)carbonyl]-N,O-isopropylidene-L-serinol;1,1-Dimethylethyl-(R)-4-hydroxymethyl-2,2-dimethyl-3-oxazolidinecarboxylate;(R)-1-Boc-2,2-DiMethyl-4-hydroxyMethyl-oxazolidine
• CAS NO: 108149-63-9
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.29
• Mol File: 108149-63-9.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 314.07 °C at 760 mmHg
• Flash Point: 143.745 °C
• Appearance: /
• Density: 1.076 g/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: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER(108149-63-9)
• EPA Substance Registry System: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER(108149-63-9)

Safety Data

• Hazardous Substances Data: 108149-63-9(Hazardous Substances Data)

Usage

General Description

"(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER" is a chemical compound with a complex structure. Its name represents its structural characteristics: it is an oxazolidine, a type of heterocyclic compound, with a 3-carboxylic acid group and a tert-butyl ester group. It also has a 4-hydroxymethyl functional group and two methyl groups attached to the second position carbon of the oxazolidine ring, making it dimethylated. The "(R)" in its name denotes the absolute configuration of the chiral carbon atom in the compound, indicating that it is the right-handed isomer of this compound. Its potential applications and properties would depend on these structural characteristics.

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-/m1/s1

Upstream product

• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 536-74-3 phenylacetylene 
• 80963-10-6 methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate 
• 126645-26-9 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate 
• 83345-44-2 3-tert-butoxycarbonylamino-4-hydroxy-butyric acid 
• 108149-60-6 methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate 
• 136703-59-8 (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoic acid methyl ester 
• 198417-69-5 tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate 
• 95715-85-8 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3262-72-4 (R)-N-tert-butoxycarbonyl serine 
• 505085-04-1 (5-benzyloxy-1-benzyloxymethyl-4-tert-butoxycarbonylamino-2,3-dihydroxy-pentyl)-carbamic acid tert-butyl ester 
• 79069-15-1 N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol 
• 79069-54-8 (S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal 

Downstream Products

• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 140645-28-9 (4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine 
• 627099-15-4 1,1-dimethylethyl (R)-2,2-dimethyl-4-[[3-(methoxycarbonyl)phenoxy]methyl]-3-oxazolidinecarboxylate 
• 627099-18-7 4-(3-formylphenoxymethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 
• 929555-72-6 1,1-dimethylethyl (R)-2,2-dimethyl-4-phenoxymethyl-3-oxazolidinecarboxylate 
• 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 

Relevant articles and documents

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A convenient diastereoselective synthesis of D-erythro- and L-threo-sphingosine derivatives is described. L-Serine-derived aldehyde (Garner's aldehyde) (2) was treated with 1-alkenyl-zirconocene chlorides (3) in the presence of ZnBr2 in THF to give the natural erythro-(anti-) isomers with high diastereoselectivity (anti/syn=12-20:1). In contrast, reaction of 2 with 1-alkenyl-ethyl-zinc, prepared from 3 and Et2Zn, in CH2Cl2 gave the unnatural threo-(syn-) isomers predominantly (anti/syn=1:12-15).

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