Shuang Ping Huang

Synthesis of (R)-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl 4-Methylbenzenesulfonate

Venlafaxine (Figure 1) is the new generation antidepressant drug. A synthetic route to the asymmetric synthesis of (R)-venlafaxine through Evans Aldol protocol was designed. The key intermediate, (R)-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl) ethyl4-methylbenzenesulfonate was prepared from cyclohexanone.

The Synthesis of (1-oxaspiro[2.5]octan-2-ylmethoxy)(tert-Butyl) Dimethylsilane

Venlafaxine (Fig. 1) is a new generation antidepressant drug. (1-oxaspiro [2.octan-2-ylmethoxy)(tert-butyl) dimethylsilane (11) as an important intermediate of (+) or (-) venlafaxine (1), was synthesized by four steps including an key epoxidation.

Synthesis of (R)-3-((4-methoxybenzyl)oxy)butanal

The key intermediate, (R)-3-((4-methoxybenzyl)oxy)butanal, of total synthesis of tarchonanthuslactone (1) was reported, Which started from commercially available (R)-methyl 3-hydroxybutanoate.

A Prophase Study on the Concise Synthesis of Aculeatin A

The 1,7-dioxadispiro [5.1.5.-pentadecane spirocyclic architecture is the main structural feature in the aculeatins which attracted scientists interesting for the remarkably high cytotoxicity, anti-bacterial and anti-protozoal activities. A prophase study on concise synthesis of the core 1,7-dioxadispiro [5.1.5.-pentadecane spirocyclic architecture of aculeatins was accomplished by using Mukaiyama aldol reaction.

Stereo-Controlled Total Synthesis of Ieodomycins A and B

A highly convergent formal synthesis of Ieodomycins A and B was achieved in 7 steps. The key features involved in the synthetic sequence of Ieodomycins A and B are the Sharpless asymmetric epoxidation and the Mukaiyama aldol reaction[. The synthesis of C-3 epimer of Ieodomycins A and B was also accomplished in good yields, but now just Heptyl diene aldehyde was getted thought 4 steps. Use Geraniol as meterials to make the corresponding aldehyde (1) via Swern oxidation. Though epoxidation, Wittig reaction and HIO4 oxidation to get the intermediate . Useing it though few steps, the target molecule can be getted.

Synthetic Study towards (±)Ieodomycin A

A concise and practical synthetic study towards racemic Ieodomycin A was described, which started from commercially available 3,7-dimethyl-2,6-octadien-1-ol (geraniol) and proceeded through a key Mukaiyama aldol reaction.

Study on Synthesis of (R)-tert-butyl (1-hydroxybut-3-yn-2-yl)carbamate

(R)-tert-butyl (1-hydroxybut-3-yn-2-yl) carbamate, an key intermediate of the natural product jaspine B which was isolated from various sponges and endowed with cytotoxic activity against several human carcinoma cell lines, was synthesized from L-Serine in overall yield 41% through seven steps, including esterification, Boc protection, acetonization, reduction,Corey-Fuchs reaction and deprotection.

A Prophase Study on Applying Conia-Ene Reation in Constructing bicyclo [3, 3, 1] Nonane Ring

The bicyclo [3, 3, 1] nonane ring system is the main structural feature in the lycopodium alkaloids. There are many methods to build the [3, 3, 1] bridged ring system, Herein, we designed to use indium Lewis acid which can activate the triple bond to construct [3, 3, 1] bridged ring system via Conia-ene reaction, and described a prophase study of applying Conia-ene reaction to construct such bicycle [3, 3, 1] nonane ring.

Design and Synthesis of (E)-2-Hydroxy-4-Alkoxyl Salicylaldoxime Copper Extractant

Synthesis of the series of compounds, which could be put into extract copper , contained hydroformylation, etherification, oximation. Resorcinol as the starting material was transformed to 2,4-dihydroxybenzaldehyde, and then converted to 2,4-dihydroxybenzaldehyde, which oximated to (E)-2-hydroxy-4-alkoxybenzaldehyde oxime.

Synthetic Study of 1, 2, 3-Tri-O-Acetyl-5-Deoxy-D-Ribofuranose

A practical synthetic route towards 1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose from D-ribose is described, which started from D-ribose and proceeded through ketalization,esterification,reduction,hydrolysis and acetylation in more than 30% overall yield.