111949-31-6

Basic information

• Product Name: (5S,6S)-2-ethyl-5,6-dimethoxy-2-phenyl-1,3-dioxa-2-silacycloheptane
• Synonyms: (5S,6S)-2-ethyl-5,6-dimethoxy-2-phenyl-1,3-dioxa-2-silacycloheptane
• CAS NO: 111949-31-6
• Molecular Weight: 282.412
• Mol File: 111949-31-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (5S,6S)-2-ethyl-5,6-dimethoxy-2-phenyl-1,3-dioxa-2-silacycloheptane(CAS DataBase Reference)
• NIST Chemistry Reference: (5S,6S)-2-ethyl-5,6-dimethoxy-2-phenyl-1,3-dioxa-2-silacycloheptane(111949-31-6)
• EPA Substance Registry System: (5S,6S)-2-ethyl-5,6-dimethoxy-2-phenyl-1,3-dioxa-2-silacycloheptane(111949-31-6)

Safety Data

• Hazardous Substances Data: 111949-31-6(Hazardous Substances Data)

Upstream product

• 24679-72-9 (2S,3S)-2,3-dimethoxy-1,4-butanediol 
• 1125-27-5 dichloro(ethyl)phenylsilane 

Downstream Products

• 1025-09-8 (S)-methyl(naphthalen-1-yl)phenylsilane 
• 15726-87-1 (S)-ethylmethylphenylsilane 

Relevant articles and documents

Asymmetric Synthesis of Organosilicon Compounds Using a C2 Chiral Auxiliary

Optically active silanes were synthesized by a novel asymmetric synthesis which involved the diastereoselective ring-opening reaction of 1,3-dioxa-2-silacycloheptanes bearing a C2 chiral auxiliary with Grignard reagents, followed by a lithium aluminum hydride (LiAlH4) reduction. (R)-Ethylmethylphenylsilane and (R)-methylphenylpropylsilane were derived in 93%ee and 98%ee, respectively. The preparation of the other optical silanes is also described. The maximum rotations of some of them have been determined by 1H NMR and/or capillary GC methods. A mechanism for a diastereoselective ring-opening reaction is proposed based on the stereochemical results.