69010-01-1

Basic information

• Product Name: 2,3-Butanediol, 1,4-bis(phenylmethoxy)-, (2R,3S)-rel-
• CAS NO: 69010-01-1
• Molecular Formula: C18H22O4
• Molecular Weight: 302.37
• Mol File: 69010-01-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2,3-Butanediol, 1,4-bis(phenylmethoxy)-, (2R,3S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Butanediol, 1,4-bis(phenylmethoxy)-, (2R,3S)-rel-(69010-01-1)
• EPA Substance Registry System: 2,3-Butanediol, 1,4-bis(phenylmethoxy)-, (2R,3S)-rel-(69010-01-1)

Safety Data

• Hazardous Substances Data: 69010-01-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 564-00-1 meso-1,2,3,4-diepoxybutane 
• 100-51-6 benzyl alcohol 
• 93877-21-5 1,4-dibenzyloxybut-2-yne 
• 71806-86-5 (4R,5S)-4,5-bis((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolane 
• 68972-96-3 (Z)-1,4-dibenzyloxy-2-butene 
• 298-18-0 (S,S)-diepoxybutane 
• 68972-93-0 (E)-1,4-bis(benzyloxy)-2-butene 

Downstream Products

• 333363-59-0 (4R,5S)-4,5-Bis-benzyloxymethyl-2-hept-1-ynyl-[1,3]dioxolane 
• 1262957-89-0 C₁₉H₂₀O₂S 
• 1298086-41-5 (R)-1,4-bis(benzyloxy)-3-hydroxybutan-2-one 
• 1507365-42-5 (S)-1,4-bis(benzyloxy)-3-hydroxybutan-2-one 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 91604-41-0 (R,R)-1,4-dibenzylthreitol 
• 80885-30-9 (E)-4-(benzyloxy)-2-buten-1-ol 
• 70150-60-6 ethyl 2E-4-(benzyloxy)-2-butenoate 

Relevant articles and documents

A lipase-mediated synthesis of single enantiomeric trans-epoxides via convergence of racemic mixtures

A new lipase-mediated methodology has been devised for the preparation of single enantiomeric trans-epoxides from unsymmetrical cis-olefin precursors via enantiomeric convergence of racemic intermediates.

Total synthesis of (-)-bicubebin A, B, (+)-bicubebin C and structural reassignment of (-)-cis-cubebin

The first total synthesis of (-)-bicubebin A, and two previously unreported dilignans, (-)-bicubebin B and (+)-bicubebin C has been achieved through the dimerization of (-)-cubebin, confirming the structure and absolute stereochemistry of (-)-bicubebin A. Analysis of the data for (-)-bicubebin B showed it matched that of reported compound (-)-cis-cubebin. The NMR data of the subsequently synthesized proposed structure of cis-cubebin confirmed that its original proposed structure was incorrect.

Desymmetrization of meso-1,2-Diols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of the Hydroxy Groups

We developed an acylative desymmetrization of meso-1,2-diols using a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1h with tert-alcohol substituents. The reaction proceeds with a wide range of acyclic meso-1,2-diols and six-membered-ring meso-1,2-diols to provide a monoacylate selectively with a high enantiomeric ratio (er). Only 0.1 mol % of the catalyst facilitated the reaction within a short reaction time (3 h) to afford enantio-enriched monoacylated products in moderate to good yield. Several control experiments revealed that the tert-alcohol units of catalyst 1h play a significant role in achieving high catalytic activity, chemoselectivity of monoacylation, and enantioselectivity.