13401-42-8

Basic information

• Product Name: 1,4-Butanediol, 1,4-diphenyl-, (1R,4S)-rel-
• CAS NO: 13401-42-8
• Molecular Formula: C16H18O2
• Molecular Weight: 242.318
• Mol File: 13401-42-8.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1,4-Butanediol, 1,4-diphenyl-, (1R,4S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Butanediol, 1,4-diphenyl-, (1R,4S)-rel-(13401-42-8)
• EPA Substance Registry System: 1,4-Butanediol, 1,4-diphenyl-, (1R,4S)-rel-(13401-42-8)

Safety Data

• Hazardous Substances Data: 13401-42-8(Hazardous Substances Data)

Upstream product

• 54277-08-6 meso-1,4-diphenyl-but-2-yne-1,4-diol 
• 495-71-6 phenacylacetophenone 
• 3306-02-3 1,2-diphenyl-1-cyclobutene 
• 959-27-3 (Z)-1,4-diphenylbut-2-ene-1,4-dione 
• 4482-17-1 rac-1,4-diphenylbut-2-yne-1,4-diol 
• 22867-05-6 dl-2,3-dibromo-1,4-diphenyl-1,4-butanedione 
• 647028-03-3 1-phenylsulfonyl-2-phenyl-1-cyclobutene 
• 100-59-4 phenylmagnesium chloride 
• 64-17-5 ethanol 

Downstream Products

• 50637-09-7 cis-2,5-diphenyl-tetrahydrofuran 
• 50637-09-7 2,5-diphenyltetrahydrofuran 
• 51751-09-8 2,5-diphenyltetrahydrofuran 
• 82631-97-8 (+/-)-1,4-bis(diphenylphosphino)-1,4-diphenylbutane 
• 82631-96-7 (+/-)-1,4-diphenyltetramethylene bismethanesulphonate 

Relevant articles and documents

Convenient Procedures for the Asymmetric Reduction of 1,4-Diphenylbutane-1, 4-dione and Synthesis of 2,5-Diphenylpyrrolidine Derivatives

Asymmetric reduction of 1,4-diphenylbutane-1,4-dione (1) was carried out using the reducing agents NaBH4, BH3·THF, and PhNEt2·BH3 in combination with the chiral reagents (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol (4) or (S)-proline (5), in the presence of TMSCl or B(OMe)3 under various conditions to obtain the corresponding 1,4-diol 2 in 52% to 97% ee. The chiral 1,4-diol 2 was converted to various C2-symmetric (2S,5S)-2,5-diphenylpyrrolidine derivatives 3a-e (45 to 75% yield) via the corresponding dimesylate prepared using MsCl and Et3N.

Asymmetric hydrogenation of 1,4-diketones: facile synthesis of enantiopure 1,4-diarylbutane-1,4-diols

Owing to the biological significance and great synthetic value of 1,4-diarylbutane-1,4-diols and their derivatives, increasingly considerable attention has been paid to developing effective synthetic methods for chiral 1,4-diarylbutane-1,4-diols. We herei

Aerobic oxidative desymmetrization of meso-diols with bifunctional amidoiridium catalysts bearing chiral N-sulfonyldiamine ligands

Asymmetric aerobic oxidation of a range of meso- and prochiral diols with chiral bifunctional Ir catalysts is described. A high level of chiral discrimination ability of Cpa? -Ir complexes derived from (S,S)-1,2-diphenylethylenediamine was successfully demonstrated by desymmetrization of secondary benzylic diols such as cis-indan-1,3-diol and cis-1,4-diphenylbutane-1,4-diol, providing the corresponding (R)-hydroxyl ketones with excellent chemo- and enantioselectivities. Enantiotopic group discrimination in oxidation of symmetrical primary 1,4- and 1,5-diols gave rise to chiral lactones with moderate ees under similar aerobic conditions.

Stereoselective Synthesis of anti-1,4-Diols by a BH3· THF-Mediated Rearrangement of 1,2-Disubstituted Cyclobutenes

A new stereoselective rearrangement of cyclobutylboranes, obtained by the hydroboration of 1,2-disubstituted cyclobutenes, provides anti-1,4-diols with good-to-excellent diastereoselectivity. The mechanism of the rearrangement is discussed based on theoretical calculations.