174840-02-9

Basic information

• Product Name: 4-Oxazolidinecarboxylicacid,2,2-dimethyl-,methylester,(4S)-(9CI)
• Synonyms: 4-Oxazolidinecarboxylicacid,2,2-dimethyl-,methylester,(4S)-(9CI)
• CAS NO: 174840-02-9
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.18
• Product Categories: CARBOXYLICESTER
• Mol File: 174840-02-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Oxazolidinecarboxylicacid,2,2-dimethyl-,methylester,(4S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Oxazolidinecarboxylicacid,2,2-dimethyl-,methylester,(4S)-(9CI)(174840-02-9)
• EPA Substance Registry System: 4-Oxazolidinecarboxylicacid,2,2-dimethyl-,methylester,(4S)-(9CI)(174840-02-9)

Safety Data

• Hazardous Substances Data: 174840-02-9(Hazardous Substances Data)

Upstream product

• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 67-64-1 acetone 
• 117833-99-5 N-benzyloxycarbonyl 4(S)-(1'-methoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine 

Relevant articles and documents

IOOC route to substituted chiral pyrrolidines. Potential glycosidase inhibitors

Branched-chain five-membered ring aza-sugar analogues, synthesized from amino acids by an intramolecular oxime-olefin cycloaddition reaction, the IOOC route, were found to be selective glycosidase inhibitors. The derivative 2,4(S)-di(hydroxymethyl)-3(S)-aminopyrrolidine, obtained from D-serine, was about 1 order of potency more active than its enantiomer obtained from L- serine.

Chiral ligands containing heteroatoms. 14. 1,3-Oxazolidinyl methanols as chiral catalysts in the enantioselective addition of diethylzinc to aldehydes

Starting from L-serine and L-threonine, (S)-diphenyl-(2,2-dimethyl-1,3-oxazolidin-4-yl)-methanol and (4S,5R)-diphenyl-(2,2-dimethyl-5-methyl-1,3-oxazolidin-4-yl)-methanol were prepared in good yields. The use of these compounds as very efficient chiral catalysts for the enantioselective addition of diethylzinc to aldehydes is described. This paper reports the first example of the use of oxazolidine methanols in asymmetric synthesis.