98017-92-6

Upstream product

• 1570-95-2 2-phenylpropane-1, 3-diol 
• 108-24-7 acetic anhydride 
• 108-05-4 vinyl acetate 
• 75-36-5 acetyl chloride 
• 506-96-7 Acetyl bromide 
• 62559-35-7 5-Phenyl-2,2,8,8-tetramethyl-3,7-dioxa-2,8-disilanonane 

Downstream Products

• 110230-69-8 (S)-1-acetoxy-3-hydroxy-2-phenylpropane 
• 16202-15-6 (S)-tropic acid 
• 17126-67-9 (+)-(R)-tropic acid 
• 131682-38-7 (+)-3-acetoxy-2-phenylpropionic acid 
• 131605-30-6 1,3-diacetoxy-2-(4-aminophenyl)propane 
• 131605-46-4 Acetic acid 2-(4-acetylamino-phenyl)-3-hydroxy-propyl ester 
• 131605-52-2 1-acetoxy-3-benzyloxycarbonyloxy-2-phenylpropane 
• 131605-31-7 1,3-diacetoxy-2-(4-acetamidophenyl)propane 
• 131605-32-8 1,3-diacetoxy-2-(4-benzamidophenyl)propane 
• 131605-33-9 1,3-diacetoxy-2-<(4-benzyloxycarbonylamino)phenyl>propane 
• 131605-53-3 1-acetoxy-3-(4-nitrobenzyloxycarbonyloxy)-2-(4-nitrophenyl)propane 
• 131605-45-3 Acetic acid 2-(4-amino-phenyl)-3-hydroxy-propyl ester 
• 131605-45-3 (-)-3-acetoxy-2-(4-aminophenyl)propan-1-ol 
• 131605-42-0 Acetic acid 3-hydroxy-2-(4-nitro-phenyl)-propyl ester 

Relevant academic research and scientific papers

Selective mono-acylation of meso- and C2-symmetric 1,3- and 1,4-diols

The direct one-pot mono-acylation of meso and C2-symmetric 1,3- and 1,4-diols has been achieved using carboxylic acid anhydrides and catalytic amounts of cerium trichloride.

Ferrocenyl derivatives with one, two, or three sulfur-containing arms for self-assembled monolayer formation

Self-assembled monolayers of electroactive molecules can form on gold electrodes if the molecules include a sulfur-containing group to coordinate with the gold surface. We have prepared a molecule with a tripod of sulfur groups that has the potential of fixing the geometry of the molecule relative to the gold surface. The target (3) contained the good one-electron donor ferrocene connected through a benzene spacer to an isobutane tripod, with each arm of the tripod ending in a methylthio group. Analogous compounds with one (1) and two (2) coordinating arms were also prepared.

Lipase-based HPLC stationary phase: Enantioselective synthesis of 2- substituted 1,3-propanediol monoacetates

Pseudomonas cepacia lipase (PCL) has been immobilized by coating the enzyme on an epoxysilica HPLC column. The biocatalyst has been successfully used for the preparation of both the enantiomers of 3-acetoxy-2-benzyl- propan-1-ol and of 3-acetoxy-2-methylpropan-1-ol. The immobilized enzyme is active after months of use either in aqueous or in organic media. (C) 1999 Elsevier Science Ltd.

Acyclic phenylalkanediols as substrates for the study of enzyme recognition: Synthesis of substrates and enzymatic resolution via hydrolysis and transesterification

Different racemic or prochiral phenyl alkane (1,n)-diols were synthesized, and their resolution was carried out by two different strategies: enzymatic transesterification with vinyl acetate, or enzymatic hydrolysis of their corresponding diacetates, in both cases catalysed by porcine pancreatic lipase (PPL). The absolute configuration of the optically enriched reaction products was determined by formation of Mosher's esters or by the use of the Benzene Sector and Benzene Chirality Rules as obtained from the Circular Dichroism spectra.

A Chemoenzymatic Synthesis of Both Enantiomers of 2-Phenyl-3-hydroxypropylcarbamate, a Metabolite of Felbamate

PPL catalyzed desymmetrization of 2-phenyl-1,3-propanediol (3) was the key step in the chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate (2).Unsuccessful attempts at enzyme catalyzed (PPL, Novo SP435) transcarbamoylation, aminolysis and ammonolysis are also described.

A One-step and Chemoselective Conversion of Silyl-protected Alcohols into the Corresponding Acetates

A reagent system of acetyl bromide combined with a catalytic amount of tin(II) bromide cleaves readily trialkylsilyl ethers to give the corresponding acetates in high yields under very mild conditions.

Chemo-enzymatic synthesis of 1,2- and 1,3- amino-alcohols and their use in the enantioselective reduction of acetophenone and anti-acetophenone oxime methyl ether with borane

New chiral amino-alcohols were enantioselectively synthesized using biotransformations as the key steps. They were used as ligand in the enantioselective borane reduction of acetophenone and of the corresponding anti oxime methyl ether.

Enzyme catalyzed monohydrolysis of 2-aryl-1 3-propanediol diacetates. A study of structural effects of the aryl moiety on the enantioselectivity

PPL catalyzed monohydrolysis of 2-aryl substituted 13-propanediol diacetates afforded the corresponding monoacetates in acceptable to fair chemical and optical yields. Electronic effects in the aromatic ring were examined. Elaboration of some 2-arylpropanediol monoacetates to optically active 2-arylpropanols and propanoic acids was performed.

SYNTHESIS OF BOTH ENANTIOMERIC FORMS OF 2-SUBSTITUTED 1,3-PROPANEDIOL MONOACETATES STARTING FROM A COMMON PROCHIRAL PRECURSOR, USING ENZYMATIC TRANSFORMATIONS IN AQUEOUS AND IN ORGANIC MEDIA

A direct entry to both enantiomeric forms c and ent-c based on enzyme catalyzed transformations of prochiral compounds of type a and b is described.The catalysts used are carboxyl esterase preparations obtained from crude porcine pancreas lipase.