68973-05-7

Basic information

• Product Name: Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2R,3S)-rel-
• CAS NO: 68973-05-7
• Molecular Formula: C18H20O3
• Molecular Weight: 284.355
• Mol File: 68973-05-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2R,3S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2R,3S)-rel-(68973-05-7)
• EPA Substance Registry System: Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2R,3S)-rel-(68973-05-7)

Safety Data

• Hazardous Substances Data: 68973-05-7(Hazardous Substances Data)

Upstream product

• 68972-96-3 (Z)-1,4-dibenzyloxy-2-butene 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 68972-93-0 (E)-1,4-bis(benzyloxy)-2-butene 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 

Downstream Products

• 136258-99-6 (2R,3S)-1,4-Bis-benzyloxy-3-iodo-butan-2-ol 
• 1271145-22-2 (2R*,3S*)-2,3-bis(benzyloxymethyl)-1,4-dioxane 
• 60656-87-3 benzyloxyacetoaldehyde 
• 145733-80-8 (2S,3S)-1,4-Bis-benzyloxy-3-bromo-butan-2-ol 
• 136258-99-6 (2S,3S)-1,4-Bis-benzyloxy-3-iodo-butan-2-ol 
• 130432-70-1 (2R,3R)-3-(benzyloxymethyl)-1-benzyloxyhex-5-en-2-ol 

Relevant articles and documents

The synthesis of the 2, 3-difluorobutan-1, 4-diol diastereomers

The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2, 3-difluorobutane-1, 4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synthesised using an epoxide opening strategy.

Stereoselective synthesis of trisubstituted olefins by a directed allylic substitution strategy

New methodology for the stereoselective synthesis of trisubstituted olefins is presented. The use of ortho-diphenylphosphanyl benzoate (o-DPPB) as a directing leaving group for copper-mediated allylic substitution with Grignard reagents allowed for the stereoselective construction of a wide range of E olefins, without the need for an adjacent electron-withdrawing group. Our modular three-step approach toward trisubstituted alkenes commenced with geminal α-methylene aldehydes. Addition of an organometallic reagent and introduction of the o-DPPB group by esterification was followed by the o-DPPB-directed copper-mediated allylic substitution with a Grignard reagent to furnish stereodefined trisubstituted olefins. Additionally, incorporation of a stereocenter from the chiral pool allowed the preparation of an enantiomerically pure olefin that bore three alkyl substituents in high E/Z selectivity.

Synthesis of 3,4-Ethylenedioxythiophene (EDOT) from (Z)-but-2-ene-1,4-diol or but-2-yne-1,4-diol

3,4-Ethylenedioxythiophene (EDOT) was synthesized from commercially available (Z)-but-2-ene-1,4-diol or but-2-yne-1,4-diol using epoxidation, etherification, and thiophene formation. The Japan Institute of Heterocyclic Chemistry.