7133-68-8

Basic information

• Product Name: 3-Phenyl-1,3-butanediol
• Synonyms: 3-Phenyl-1,3-butanediol
• CAS NO: 7133-68-8
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 0
• Mol File: 7133-68-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 254.44°C (rough estimate)
• Appearance: /
• Density: 1.0865
• Refractive Index: 1.5341 (estimate)
• CAS DataBase Reference: 3-Phenyl-1,3-butanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenyl-1,3-butanediol(7133-68-8)
• EPA Substance Registry System: 3-Phenyl-1,3-butanediol(7133-68-8)

Safety Data

• Hazardous Substances Data: 7133-68-8(Hazardous Substances Data)

Upstream product

• 77-83-8 fraeseol 
• 84736-61-8 (+/-)-(3-hydroxy-3-phenyl-butyl)-acetate 
• 98-83-9 isopropenylbenzene 
• 2293-60-9 ethyl 3-hydroxy-3-phenylbutyrate 
• 98-86-2 acetophenone 
• 4743-74-2 2-phenylpent-4-en-2-ol 
• 3759-31-7 3-hydroxy-3-phenylbutanoic acid 
• 120586-00-7 3-hydroxy-3-phenyl-butyraldehyde 
• 108-86-1 bromobenzene 
• 590-90-9 1-Hydroxy-3-butanone 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 7306-12-9 1-acetoxy-3-phenyl-but-3-ene 
• 6337-27-5 (+/-)-4-phenyl-cyclohex-4-ene-1r,2c-dicarboxylic acid-anhydride 
• 2288-18-8 2-phenyl-1,3-butadiene 
• 68329-40-8 3-hydroxy-3-phenylbutyl 4-methylbenzenesulfonate 
• 1260136-99-9 4-methyl-1,3-dioxa-4-phenyl-2-sila-2,2-bis(3,5-xylyl)cyclohexane 
• 1260137-01-6 2,2-di-tert-butyl-4-methyl-1,3-dioxa-4-phenyl-2-silacyclohexane 
• 1260137-02-7 1-di-tert-butylsilyloxy-3-phenylbutan-3-ol 
• 1260136-94-4 1,3-dioxa-4-methyl-2,2,4-triphenyl-2-silacyclohexane 
• 1260136-98-8 2,2-bis(4-anisyl)-4-methyl-1,3-dioxa-4-phenyl-2-silacyclohexane 
• 1260137-00-5 4-methyl-1,3-dioxa-4-phenyl-2-sila-2,2-bis(2-tolyl)cyclohexane 
• 1110641-81-0 (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one 
• 1110641-79-6 (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one 
• 1110641-78-5 6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one 
• 1114063-62-5 6-methyl-3,6-diphenyl-1,3-oxazinan-2-one 

Relevant articles and documents

Resolution of diols via catalytic asymmetric acetalization

A highly enantioselective kinetic resolution of diols via asymmetric acetalization has been achieved using a chiral confined imidodiphosphoric acid catalyst. The reaction is highly efficient for the resolution of tertiary alcohols, giving selectivity factors of up to >300. Remarkably, even in cases where the selectivity factors are only moderate, highly enantioenriched diols are obtained via a stereodivergent resolution to diastereomeric acetals.

Structure-based design and synthesis of 1,3-oxazinan-2-one inhibitors of 11β-hydroxysteroid dehydrogenase type 1

Structure based design led directly to 1,3-oxazinan-2-one 9a with an IC50 of 42 nM against 11β-HSD1 in vitro. Optimization of 9a for improved in vitro enzymatic and cellular potency afforded 25f with IC 50 values of 0.8 nM for the enzyme and 2.5 nM in adipocytes. In addition, 25f has 94% oral bioavailability in rat and >1000× selectivity over 11β-HSD2. In mice, 25f was distributed to the target tissues, liver, and adipose, and in cynomolgus monkeys a 10 mg/kg oral dose reduced cortisol production by 85% following a cortisone challenge.

SYNTHESIS OF INHIBITORS OF 11BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1

Disclosed are syntheses of 11 beta-HSD1 inhibitors and corresponding intermediates that are promising for the treatment of a variety of disease states including diabetes, metabolic syndrome, obesity, glucose intolerance, insulin resistance, hyperglycemia, hypertension, hypertension-related cardiovascular disorders, hyperlipidemia, deleterious gluco-corticold effects on neuronal function (e.g. cognitive impairment, dementia, and/or depression), elevated intra-ocular pressure, various forms of bone disease (e.g., osteoporosis), tuberculosis, leprosy (Hansen's disease), psoriasis, and impaired wound healing (e.g., in patients that exhibit impaired glucose tolerance and/or type 2 diabetes).