81245-46-7

Upstream product

• 612-16-8 (2-methoxyphenyl)methanol 
• 7035-02-1 o-Methoxybenzyl chloride 
• 52289-93-7 o-Methoxybenzyl bromide 

Downstream Products

• 1227628-24-1 (2R,3S)-2-(2-methoxybenzyl)-2,3-dimethylcyclohexanone 
• 165453-39-4 5(S)-[1(S)-(Boc-amino)-2-phenylethyl]-3(R)-(2-methoxyphenylmethyl)-dihydro-furan-2-(3H)-one 

Relevant academic research and scientific papers

Frozen Chirality of Tertiary Aromatic Amides: Access to Enantioenriched Tertiary α-Amino Acid or Amino Alcohol without Chiral Reagent

One of the fundamental and intriguing aspects of life is the homochirality of the essential molecules. In this field, the absolute asymmetric synthesis of α-amino acids is a major challenge. Herein, we report access, by chemical means, to tertiary α-amino acid derivatives in up to 96 % ee without using any chiral reagent. In our strategy, the dynamic axial chirality of tertiary aromatic amides is frozen in a crystal and is responsible for the stereoselectivity of the subsequent steps. Furthermore, we could control the configuration of the final product by manually sorting and selecting the initial crystals. Based on vibrational circular dichroism studies, we could rationalize the observed stereoselectivity.

Efficient and selective iodination of benzylic alcohols using NaI/bronsted ionic liquid system at room temperature

A simple, chemoselective, and effective procedure for the conversion of benzylic and allylic alcohols into corresponding iodides using NaI in the presence of a catalytic amount of 3-methylimidazolium hydrogensulfate ([Hmim]+[image omitted]) at room temperature is reported.

Iodination of alcohols under microwave irradiation using KI in the presence of a catalytic amount of ionic liquid triethylamoniom hydrogensulfate([Et 3NH]+HSO4-)

The iodination of alcohols with KI in the presence of a catalytic amount of triethylamoniom hydrogensulfate ([Et3NH]+HSO 4-) as a novel and inexpensive ionic liquid under microwave irradiation has been investigated. Copyright Taylor & Francis Group, LLC.

Efficient method for iodination of alcohols using KI/silica sulfuric acid (SSA)

A straightforward and effective procedure for the conversion of benzylic and allylic alcohols to the corresponding iodides using KI/SSA in acetonitrile at room temperature. Copyright Taylor & Francis Group, LLC.

Iodination of alcohols using triphenylphosphine/iodine under solvent-free conditions using microwave irradiation

A straightforward and effective procedure for the conversion of benzylic, allylic and aliphatic alcohols to the corresponding iodides using Ph3P/I2 under solvent-free conditions using microwave irradiation is reported.

Solvent-free conversion of alcohols into iodides with NaI supported on KSF clay

A variety of allylic, benzylic, primary, and secondary saturated alcohols have been converted into the corresponding iodides using NaI supported on KSF clay. Selective conversion of allylic and benzylic alcohols in the presence of primary and secondary saturated alcohols has also been demonstrated. Copyright Taylor & Francis, Inc.

Selective iodination of alcohols with NaI/Amberlyst 15 in acetonitrile

A simple and effective procedure for conversion of primary, secondary, allylic and benzylic alcohols into the corresponding iodides is described using NaI/Amberlyst 15 in acetonitrile at room temperature. Selective conversion of benzylic alcohols in the presence of saturated alcohols into the corresponding benzylic iodides is achieved under these conditions.

5-amino-4-hydroxyhexanoic acid derivatives

Compounds of formula I STR1 or their hydroxy-protected derivatives, and compounds of formula I' STR2 wherein T is an acyl radical of formula Z STR3 wherein Rz is unsubstituted or substituted hydrocarbyl wherein at least one carbon atom has been replaced by a hetero atom with the proviso that a hetero atom is not bonded directly to the carbonyl to which the radical Rz is bonded, alkyl having two or more carbon atoms, lower alkenyl, lower alkynyl, aryl or unsubstituted or substituted amino, and wherein the radicals R1, B1, R2, R3, A1, A2 and NR4 R5 are as defined in the description, and precursors thereof, are described. The compounds have pharmaceutical activity, for example in the treatment of retroviral diseases, such as AIDS.

ANTIVIRAL ETHERS OF ASPARTATE PROTEASE SUBSTRATE ISOSTERES

Antiretroviral compounds (which are effective, for example, against HIV) of the formula I STR1 in which R 1 is an acyl radical lower-alkoxyl-lower-alkanoyl whose lower alkoxy radical is unsubstituted or is substituted by halogen, phenyl, lower alkoxy or a heterocyclic radical selected from piperidinyl, pyrrolidinyl, tetrahydropyranyl, tetrahydrofuranyl, thiazolidinyl, thiazolyl, indolyl or 4H-1-benzopyranyl which is unsubstituted or substituted by oxo, hydroxyl, amine, lower alkyl, lower-alkoxycarbonyl and/or phenyl-lower-alkoxycarbonyl; lower alkanoyl which is unsubstituted or is substituted by one of the said unsubstituted or substituted heterocyclic radicals; arylcarbonyl or heterocyclylcarbonyl which are substituted by heterocyclyl or heterocyclyl-lower-alkyl; phenyl-lower-alkanoyl which is substituted by hydroxyl and lower alkyl; or arylsulfonyl;or the residue of an amino acid which is defined in accordance with the description (and which may be acylated on the amino nitrogen by one of the abovementioned acyl radicals);R 2 and R 3 are in each case cyclohexyl, cyclohexenyl, phenyl, naphthyl or tetrahydronaphthyl which are unsubstituted or substituted by lower alkyl, phenyl, cyanophenyl, phenyl-lower-alkyl, halogen, halo-lower-alkyl, cyano, hydroxyl, lower alkoxy, phenyl-lower-alkoxyl, pyridyl-lower-alkoxy, lower-alkoxy-lower-alkoxy, lower-alkoxycarbonyl-lower-alkoxy, carboxyl-lower-alkoxy, hydroxyl-lower-alkoxy, carbamoyl-lower-alkoxy, cyano-lower-alkoxy, and phenyl-lower-alkanesulfonyl which is unsubstituted or substituted by halogen;R 4 is lower alkyl, cyclohexyl or phenyl; and R 5 is lower alkyl; and n is 1 or 2, or salts thereof, are novel.